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Journal articles on the topic 'Asymmetric synthesis'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 July 2025

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1

Chen, Fen-Er, and Lei Chen. "Total Synthesis of Camptothecins: An Update." Synlett 28, no. 10 (2017): 1134–50. http://dx.doi.org/10.1055/s-0036-1588738.

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Over the last few decades, considerable research efforts have been directed toward the development of effective chemical syntheses of camptothecin and its analogs. The last comprehensive review of this area was published in 2003 and many effective new methods have since been reported for the stereoselective synthesis of the camptothecin alkaloids. In this account, we have summarized most of the novel synthetic approaches developed for the synthesis of camptothecins during the last decade. We have focused on strategies for the construction of the pentacyclic ring system and the different method

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2

Arseniyadis, S., P. Q. Huang, D. Piveteau, and H. P. Husson. "Asymmetric synthesis." Tetrahedron 44, no. 9 (1988): 2457–70. http://dx.doi.org/10.1016/s0040-4020(01)81697-5.

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3

Jurczak, Janusz, and Tomasz Bauer. "Glyoxylic acid derivatives in asymmetric synthesis." Pure and Applied Chemistry 72, no. 9 (2000): 1589–96. http://dx.doi.org/10.1351/pac200072091589.

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Synthesis of chiral derivatives of glyoxylic acid with special emphasis on N-glyoxyloyl-(2R)-bornane-10,2-sultam is presented. Investigation of glyoxylic acid chiral derivatives in various stereocontrolled organic syntheses showed their excellent ability to provide products of high optical purity. Application of our methodology to the synthesis of natural products and their analogs is presented.

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4

Devi, Runjun, and Sajal Kumar Das. "Studies directed toward the exploitation of vicinal diols in the synthesis of (+)-nebivolol intermediates." Beilstein Journal of Organic Chemistry 13 (March 21, 2017): 571–78. http://dx.doi.org/10.3762/bjoc.13.56.

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While the exploitation of the Sharpless asymmetric dihydroxylation as the source of chirality in the synthesis of acyclic molecules and saturated heterocycles has been tremendous, its synthetic utility toward chiral benzo-annulated heterocycles is relatively limited. Thus, in the search for wider applications of Sharpless asymmetric dihydroxylation-derived diols for the synthesis of benzo-annulated heterocycles, we report herein our studies in the asymmetric synthesis of (R)-1-((R)-6-fluorochroman-2-yl)ethane-1,2-diol, (R)-1-((S)-6-fluorochroman-2-yl)ethane-1,2-diol and (S)-6-fluoro-2-((R)-oxi

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5

Khangarot, Rama Kanwar, Manisha Khandelwal, and Sumit Kumar Ray. "Syntheses and Applications of Singh’s Catalyst." Synthesis 52, no. 23 (2020): 3577–82. http://dx.doi.org/10.1055/s-0040-1707235.

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Singh’s catalyst has emerged as one of the most promising and valuable catalysts in the field of asymmetric synthesis. Since its discovery, it has proven to be one of the best organocatalysts for asymmetric direct aldol reactions, and is equally efficient in aqueous and organic media. In this Short Review, we summarize reactions utilizing Singh’s catalyst under various conditions.1 Introduction2 Synthesis of Singh’s Catalyst3 Applications in Asymmetric Synthesis4 Conclusion

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6

Deng, Yongming, Qing-Qing Cheng, and Michael Doyle. "Asymmetric [3+3] Cycloaddition for Heterocycle Synthesis." Synlett 28, no. 14 (2017): 1695–706. http://dx.doi.org/10.1055/s-0036-1588453.

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Asymmetric syntheses of six-membered ring heterocycles are important research targets not only in synthetic organic chemistry but also in pharmaceuticals. The [3+3]-cycloaddition methodology is a complementary strategy to [4+2] cycloaddition for the synthesis of heterocyclic compounds. Recent progress in [3+3]-cycloaddition processes provide powerful asymmetric methodologies for the construction of six-membered ring heterocycles with one to three heteroatoms in the ring. In this account, synthetic efforts during the past five years toward the synthesis of enantioenriched six-membered ring hete

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7

Dhayalan, Vasudevan, Rambabu Dandela, K. Bavya Devi, and Ragupathy Dhanusuraman. "Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs." SynOpen 06, no. 01 (2022): 31–57. http://dx.doi.org/10.1055/a-1743-4534.

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AbstractIn the past decade, asymmetric synthesis of chiral ligands containing quinoline motifs, a family of natural products displaying a broad range of structural diversity and their metal complexes, have become the most significant methodology for the generation of enantiomerically pure compounds of biological and pharmaceutical interest. This review provides comprehensive insight on the plethora of nitrogen-based chiral ligands containing quinoline motifs and organocatalysts used in asymmetric synthesis. However, it is confined to the synthesis of quinoline-based chiral ligands and metal co

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8

PFANDER, H. "ChemInform Abstract: Carotenoid Synthesis. Asymmetric Syntheses." ChemInform 28, no. 6 (2010): no. http://dx.doi.org/10.1002/chin.199706303.

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9

Huang, Deng-Ming, Hui-Jing Li, Jun-Hu Wang, and Yan-Chao Wu. "Asymmetric total synthesis of talienbisflavan A." Organic & Biomolecular Chemistry 16, no. 4 (2018): 585–92. http://dx.doi.org/10.1039/c7ob02837g.

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The first asymmetric total syntheses of talienbisflavan A and bis-8,8′-epicatechinylmethane as well as a facile synthesis of bis-8,8′-catechinylmethane has been accomplished from readily available starting materials by using a newly developed direct regioselective methylenation of catechin derivatives as one of the key steps.

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10

Pereira, Ana Margarida, Honorina Cidade, and Maria Elizabeth Tiritan. "Stereoselective Synthesis of Flavonoids: A Brief Overview." Molecules 28, no. 1 (2023): 426. http://dx.doi.org/10.3390/molecules28010426.

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Stereoselective synthesis has been emerging as a resourceful tool because it enables the obtaining of compounds with biological interest and high enantiomeric purity. Flavonoids are natural products with several biological activities. Owing to their biological potential and aiming to achieve enantiomerically pure forms, several methodologies of stereoselective synthesis have been implemented. Those approaches encompass stereoselective chalcone epoxidation, Sharpless asymmetric dihydroxylation, Mitsunobu reaction, and the cycloaddition of 1,4-benzoquinone. Chiral auxiliaries, organo-, organomet

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11

Rouh, Hossein, Yao Tang, Ting Xu, et al. "Aggregation-Induced Synthesis (AIS): Asymmetric Synthesis via Chiral Aggregates." Research 2022 (August 12, 2022): 1–9. http://dx.doi.org/10.34133/2022/9865108.

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A new chiral aggregate-based tool for asymmetric synthesis has been developed by taking advantage of chiral aggregates of GAP (Group-Assisted Purification) reagents, N-phosphonyl imines. This tool was proven to be successful in the asymmetric GAP synthesis of functionalized 2,3-dihydrobenzofurans by reacting salicyl N-phosphonyl imines with dialkyl bromomalonates in various cosolvent systems. The chiral induction can be controlled by differentiating between two asymmetric directions simply by changing the ratios of cosolvents which are commonly adopted in AIE (aggregation-induced emission) sys

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12

NOYORI, Ryoji. "Catalytic Asymmetric Synthesis." Journal of Synthetic Organic Chemistry, Japan 50, no. 12 (1992): 1131–39. http://dx.doi.org/10.5059/yukigoseikyokaishi.50.1131.

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13

Zhu, Jieping, Jean-Charles Quirion, and Henri-Philippe Husson. "Asymmetric synthesis XVIII." Tetrahedron Letters 30, no. 38 (1989): 5137–40. http://dx.doi.org/10.1016/s0040-4039(01)93468-9.

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14

Brown, John M. "Catalytic Asymmetric Synthesis." Synthesis 1994, no. 03 (1994): 335. http://dx.doi.org/10.1055/s-1994-25470.

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15

Brown, John M., and Stephen G. Davies. "Chemical asymmetric synthesis." Nature 342, no. 6250 (1989): 631–36. http://dx.doi.org/10.1038/342631a0.

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16

Denmark, Scott E., and Eric N. Jacobsen. "Catalytic Asymmetric Synthesis." Accounts of Chemical Research 33, no. 6 (2000): 324. http://dx.doi.org/10.1021/ar000046x.

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17

Kim, Yong Hae, Sam Min Kim, Doo Han Park, and So Won Youn. "Stereocontrolled asymmetric synthesis." Pure and Applied Chemistry 72, no. 9 (2000): 1691–97. http://dx.doi.org/10.1351/pac200072091691.

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Stereo differentiated asymmetric syntheses have been achieved by S-indoline derivations. Diels-Alder cycloadditions of S-indoline chiral acrylamides with cyclopentadiene proceed with high diastereofacial selectivity, giving either endo-R or endo-S products depending on Lewis acid and the structures of chiral dienophiles. Diastereo- and enantio-selective pinacol coupling reactions of chiral α-ketoamides mediated by samarium diiodide afforded extremely high diastereoselectivities. Enantiopure (S,S)- or (R,R)-2,3-dialkyltar-taric acid and derivatives can be synthesized for the first time dependin

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18

Oehme, G. "Catalytic Asymmetric Synthesis." Zeitschrift für Physikalische Chemie 191, Part_1 (1995): 141–42. http://dx.doi.org/10.1524/zpch.1995.191.part_1.141.

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19

Caddick, S. "Catalytic asymmetric synthesis." Journal of Organometallic Chemistry 490, no. 1-2 (1995): C38—C39. http://dx.doi.org/10.1016/0022-328x(95)90303-v.

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20

Hashmi, Stephen. "Catalytic Asymmetric Synthesis." Advanced Synthesis & Catalysis 343, no. 8 (2001): 827. http://dx.doi.org/10.1002/1615-4169(20011231)343:8<827::aid-adsc827>3.0.co;2-1.

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21

Choi, Hosam, Hanho Jang, Joohee Choi, and Kiyoun Lee. "Stereoselective Synthesis of Oxazolidin-2-ones via an Asymmetric Aldol/Curtius Reaction: Concise Total Synthesis of (−)-Cytoxazone." Molecules 26, no. 3 (2021): 597. http://dx.doi.org/10.3390/molecules26030597.

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Herein, we are reporting an efficient approach toward the synthesis of 4,5-disubstituted oxazolidin-2-one scaffolds. The developed approach is based on a combination of an asymmetric aldol and a modified Curtius protocol, which uses an effective intramolecular ring closure to rapidly access a range of oxazolidin-2-one building blocks. This strategy also permits a straightforward and concise asymmetric total synthesis of (−)-cytoxazone. Consisting of three steps, this is one of the shortest syntheses reported to date. Ultimately, this convenient platform would provide a promising method for the

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22

Durmaz, Mustafa, Erkan Halay, and Selahattin Bozkurt. "Recent applications of chiral calixarenes in asymmetric catalysis." Beilstein Journal of Organic Chemistry 14 (June 8, 2018): 1389–412. http://dx.doi.org/10.3762/bjoc.14.117.

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The use of calixarenes in asymmetric catalysis is receiving increasing attention due to their tunable three-dimensional molecular platforms along with their easy syntheses and versatile modification at the upper and lower rims. This review summarizes the recent progress of synthesis and use of chiral calixarenes in asymmetric syntheses which emerged later than 2010.

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23

Kumagai, Naoya, Masakatsu Shibasaki, Yuya Ota, and Zhao Li. "Catalytic Asymmetric Synthesis of syn Aldols with Methyl Ketone Functionality and anti Aldols with a Thioamide Group." Synlett 30, no. 05 (2019): 620–24. http://dx.doi.org/10.1055/s-0037-1610690.

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Catalytic asymmetric syntheses of syn aldols with a methyl ketone functionality were studied to confirm the generality of the methodology. In addition, catalytic asymmetric synthesis of anti aldols with a thioamide group was carefully examined, giving the desired products, albeit with moderate diastereoselectivity.

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24

Qingle, Zeng, Qiaoling Zhang, Jufang Xi, and He Ze. "Syntheses and Transformations of Sulfinamides." Synthesis 53, no. 15 (2021): 2570–82. http://dx.doi.org/10.1055/a-1426-4744.

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AbstractSulfinamides, especially enantiopure sulfinamides, are widely used in organic and medicinal synthesis. Syntheses and transformations of racemic and enantioenriched sulfinamides have achieved great progress. Especially sulfinamides demonstrate interesting and valuable reactivity, which deserves to be pertinent. This review summarizes the latest development in the synthesis and transformation of sulfinamides and will be helpful for future related research.1 Introduction2 Synthesis of Sulfinamides2.1 Synthesis of Racemic Sulfinamides2.2 Synthesis of Enantiomerically Pure Sulfinamides2.3 S

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25

Mackenzie, Peter B., John Whelan, and B. Bosnich. "Asymmetric synthesis. Mechanism of asymmetric catalytic allylation." Journal of the American Chemical Society 107, no. 7 (1985): 2046–54. http://dx.doi.org/10.1021/ja00293a039.

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26

Du, Yonglei, Jian Li, Kerong Chen, Chenglin Wu, Yu Zhou, and Hong Liu. "Construction of highly enantioenriched spirocyclopentaneoxindoles containing four consecutive stereocenters via thiourea-catalyzed asymmetric Michael–Henry cascade reactions." Beilstein Journal of Organic Chemistry 13 (July 7, 2017): 1342–49. http://dx.doi.org/10.3762/bjoc.13.131.

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The thiourea-catalyzed asymmetric synthesis of highly enantioenriched spirocyclopentaneoxindoles containing chiral amide functional groups using simple 3-substituted oxindoles and nitrovinylacetamide as starting materials was achieved successfully. This protocol features operational simplicity, high atom economy, and high catalytic asymmetry, thus representing a versatile approach to the synthesis of highly enantioenriched spirocyclopentaneoxindoles.

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27

Monasterolo, Claudio, Helge Müller-Bunz, and Declan G. Gilheany. "Very short highly enantioselective Grignard synthesis of 2,2-disubstituted tetrahydrofurans and tetrahydropyrans." Chemical Science 10, no. 26 (2019): 6531–38. http://dx.doi.org/10.1039/c9sc00978g.

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28

Xie, Yangchun, Tao Yang, Junjun Ma, and Xiaohua He. "Synthesis, surface activities and aggregation properties of asymmetric Gemini surfactants." Physical Chemistry Chemical Physics 23, no. 48 (2021): 27460–67. http://dx.doi.org/10.1039/d1cp04216e.

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Gemini surfactants with an asymmetric structure (PKO 15-3(OH)-n) synthesized through a ring-opening reaction followed by a quaternization reaction exhibited higher surface activity and could assemble into vesicles or micelles with changing the asymmetry.

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29

Coltart, Don M., and James L. Charlton. "The asymmetric synthesis of aryltetralin lignans: (−)-isolariciresinol dimethyl ether and (−)-deoxysikkimotoxin." Canadian Journal of Chemistry 74, no. 1 (1996): 88–94. http://dx.doi.org/10.1139/v96-011.

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The total asymmetric syntheses of (−)-isolariciresinol dimethyl ether (6) and (−)-deoxysikkimotoxin (7) have been carried out, in an attempt to exploit a synthetic strategy recently developed for the synthesis of (−)-deoxypodophyllotoxin (1, R1 = -CH2−, Ar = 3,4,5-trimethoxyphenyl). In so doing, a generalized method for the synthesis of aryltetralin lignans has been developed that should be applicable to a variety of substitution patterns and stereochemistries. A one-pot, 100% regio-selective reduction–lactonization procedure has been developed for the conversion of the ester 18b to (−)-deoxys

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30

Yus, Miguel. "Copper-Catalyzed Asymmetric Synthesis." Current Organic Chemistry 18, no. 15 (2014): 2047. http://dx.doi.org/10.2174/138527281815140916093030.

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31

Uenishi, Jun'ichi, Mitsuhiro Motoyama, Yumi Kimura, and Osamu Yonemitsu. "Asymmetric Synthesis of Thietanose." HETEROCYCLES 47, no. 1 (1998): 439. http://dx.doi.org/10.3987/com-97-s(n)67.

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32

Blakemore, Paul R., Volker K. Schulze, and James D. White. "Asymmetric synthesis of (+)-loline." Chemical Communications, no. 14 (2000): 1263–64. http://dx.doi.org/10.1039/b003121f.

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33

Hua, Duy H., S. Venkataraman, Robert A. Ostrander, et al. "Asymmetric synthesis of (+)-hirsutene." Journal of Organic Chemistry 53, no. 3 (1988): 507–15. http://dx.doi.org/10.1021/jo00238a007.

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34

Sen, Subhabrata, Ganesh Prabhu, Chandramohan Bathula, and Santanu Hati. "Diversity-Oriented Asymmetric Synthesis." Synthesis 46, no. 16 (2014): 2099–121. http://dx.doi.org/10.1055/s-0033-1341247.

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35

Mineeva, I. V. "Asymmetric synthesis of valilactone." Russian Journal of Organic Chemistry 50, no. 1 (2014): 100–104. http://dx.doi.org/10.1134/s1070428014010199.

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36

Jain, Rajendra P., Brian K. Albrecht, Duane E. DeMong, and Robert M. Williams. "Asymmetric Synthesis of (+)-Hypusine." Organic Letters 3, no. 26 (2001): 4287–89. http://dx.doi.org/10.1021/ol016959o.

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37

Itoh, Toshimasa, Naoki Yamazaki, and Chihiro Kibayashi. "Asymmetric Synthesis of (−)-Adaline." Organic Letters 4, no. 15 (2002): 2469–72. http://dx.doi.org/10.1021/ol0200807.

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38

Baird, C. P., A. J. Clark, S. M. Rooke, T. J. Sparey, and P. C. Taylor. "Sulfimide-mediated Asymmetric Synthesis." Phosphorus, Sulfur, and Silicon and the Related Elements 120, no. 1 (1997): 365–66. http://dx.doi.org/10.1080/10426509708545551.

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39

Kesler, Brenda. "Asymmetric Synthesis (Procter, Garry)." Journal of Chemical Education 75, no. 5 (1998): 546. http://dx.doi.org/10.1021/ed075p546.

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40

Dai-Fei, Huang, and Huang Liang. "Asymmetric synthesis of (-)-dehydroclausenamide." Tetrahedron 46, no. 9 (1990): 3135–42. http://dx.doi.org/10.1016/s0040-4020(01)85453-3.

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41

Raghavan, Sadagopan, and Kailash Rathore. "Asymmetric synthesis of (−)-tetrahydrolipstatin." Tetrahedron 65, no. 48 (2009): 10083–92. http://dx.doi.org/10.1016/j.tet.2009.09.062.

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42

Zuberi, Sheena, Angela Glen, Robert C. Hider, and Sukhvinder S. Bansal. "Synthesis of asymmetric systines." Tetrahedron Letters 39, no. 41 (1998): 7567–70. http://dx.doi.org/10.1016/s0040-4039(98)01614-1.

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43

Chandrasekhar, S., S. Shameem Sultana, N. Kiranmai, and Ch Narsihmulu. "Asymmetric synthesis of (+)-tetrahydropseudodistomin." Tetrahedron Letters 48, no. 13 (2007): 2373–75. http://dx.doi.org/10.1016/j.tetlet.2007.01.143.

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44

Garg, Ashish, Ravi P. Singh, and Vinod K. Singh. "Asymmetric synthesis of (+)-cardiobutanolide." Tetrahedron 62, no. 48 (2006): 11240–44. http://dx.doi.org/10.1016/j.tet.2006.09.005.

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45

Case-Green, Stephen C., Stephen G. Davies, and Charles J. R. Hedgecock. "Asymmetric Synthesis of (-)-Tetrahydrolipstatin." Synlett 1991, no. 11 (1991): 781–82. http://dx.doi.org/10.1055/s-1991-20872.

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46

Bunnage, Mark E., Stephen G. Davies, and Christopher J. Goodwin. "Asymmetric Synthesis of Allophenylnorstatine." Synlett 1993, no. 10 (1993): 731–32. http://dx.doi.org/10.1055/s-1993-22587.

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47

North, Michael. "Catalytic Asymmetric Cyanohydrin Synthesis." Synlett 1993, no. 11 (1993): 807–20. http://dx.doi.org/10.1055/s-1993-22618.

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48

Williams, Robert M., and James A. Hendrix. "Asymmetric synthesis of arylglycines." Journal of Organic Chemistry 55, no. 12 (1990): 3723–28. http://dx.doi.org/10.1021/jo00299a009.

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49

Pohmakotr, Manat, Chutima Kuhakarn, Vichai Reutrakul, and Darunee Soorukram. "Asymmetric synthesis of furofurans." Tetrahedron Letters 58, no. 51 (2017): 4740–46. http://dx.doi.org/10.1016/j.tetlet.2017.11.011.

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50

Comins, Daniel L., and Hao Hong. "Asymmetric synthesis of (-)-porantheridine." Journal of the American Chemical Society 115, no. 19 (1993): 8851–52. http://dx.doi.org/10.1021/ja00072a053.

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