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Journal articles on the topic 'Absolute stereochemistry'

Author: Grafiati

Published: 4 June 2021

Last updated: 26 July 2025

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1

Hu, Yulin, Herman Ziffer, and J. V. Sllverton. "Preparation and absolute stereochemistry of (−)-acenaphthenol." Canadian Journal of Chemistry 67, no. 1 (1989): 60–62. http://dx.doi.org/10.1139/v89-010.

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1-Acenaphthenol was resolved by fractional crystallization of its camphanate ester followed by hydrolysis. The absolute stereochemistry of the (+)-camphanate and (−)-alcohol, derived therefrom, was established as (R) by X-ray crystallography. Keywords: (−)-acenaphthenol, stereochemistry, synthesis, X-ray crystallography.

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2

Hayashi, Ken-ichiro, Masahira Nakagawa, Tomoyuki Fujita, and Mitsuru Nakayama. "Absolute Stereochemistry of Alisamycin." Bioscience, Biotechnology, and Biochemistry 58, no. 7 (1994): 1332–33. http://dx.doi.org/10.1271/bbb.58.1332.

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3

Cui, Zheng, Ping Zhu, Masayuki Onda, et al. "Absolute Stereochemistry of (-)-Ambinine." Journal of Natural Products 53, no. 5 (1990): 1182–86. http://dx.doi.org/10.1021/np50071a008.

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4

Takahashi, Yohei, Takaaki Kubota, Eri Fukushi, Jun Kawabata, and Jun’ichi Kobayashi. "Absolute Stereochemistry of Amphidinolide Q." Organic Letters 10, no. 17 (2008): 3709–11. http://dx.doi.org/10.1021/ol8013123.

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5

Ungur, Nicon, Margherita Gavagnin, Ernesto Mollo, and Guido Cimino. "Absolute stereochemistry of anisodorin 5." Tetrahedron: Asymmetry 10, no. 9 (1999): 1635–36. http://dx.doi.org/10.1016/s0957-4166(99)00160-3.

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6

Al Dulayymi, Juma'a R., Mark S. Baird, and Keith Jones. "The absolute stereochemistry of grenadamide." Tetrahedron 60, no. 2 (2004): 341–45. http://dx.doi.org/10.1016/j.tet.2003.11.006.

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7

Sarma, J. C., R. P. Sharma, R. De Jong, and C. H. Stam. "Absolute stereochemistry of tagitinin A." Phytochemistry 26, no. 8 (1987): 2406–7. http://dx.doi.org/10.1016/s0031-9422(00)84732-9.

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8

Ishibashi, Masami, Haruaki Ishiyama, and Jun'ichi Kobayashi. "Absolute stereochemistry of amphidinolide B." Tetrahedron Letters 35, no. 44 (1994): 8241–42. http://dx.doi.org/10.1016/0040-4039(94)88292-4.

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9

Allingham, John S., Junichi Tanaka, Gerard Marriott, and Ivan Rayment. "Absolute Stereochemistry of Ulapualide A." Organic Letters 6, no. 4 (2004): 597–99. http://dx.doi.org/10.1021/ol036458y.

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10

Kubota, Takaaki, Masashi Tsuda, and Jun'ichi Kobayashi. "Absolute Stereochemistry of Amphidinolide E." Journal of Organic Chemistry 67, no. 5 (2002): 1651–56. http://dx.doi.org/10.1021/jo016326n.

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11

Lawson, Elvie N., Joanne F. Jamie, and William Kitching. "Absolute stereochemistry of exogonic acid." Journal of Organic Chemistry 57, no. 1 (1992): 353–58. http://dx.doi.org/10.1021/jo00027a060.

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12

Koreeda, Masato, Lindsey Brown, and Leander J. Valdés III. "The Absolute Stereochemistry of Salvinorins." Chemistry Letters 19, no. 11 (1990): 2015–18. http://dx.doi.org/10.1246/cl.1990.2015.

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13

Kubota, Takaaki, Masashi Tsuda, and Jun'ichi Kobayashi. "Absolute Stereochemistry of Amphidinolide C." Organic Letters 3, no. 9 (2001): 1363–66. http://dx.doi.org/10.1021/ol015741z.

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14

Wang, Tao, Osamu Shirota, Koji Nakanishi, et al. "Absolute stereochemistry of the spiroxins." Canadian Journal of Chemistry 79, no. 11 (2001): 1786–91. http://dx.doi.org/10.1139/v01-153.

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The absolute configuration of spiroxin A has been determined by exciton-coupled circular dichroism (CD). Namely, the difference CD between spiroxin A bis-methoxycinnamate, as well as that between spiroxin A bis-retinoate, both exhibit negative exciton couplings between the acylated phenolic hydroxyl group chromophores. This establishes the absolute configuration as 2S,3R,4S,2'S,3'R,4'S.Key words: circular dichroism, exciton coupling, spiroxins, antitumor, antifungal.

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15

Schlingmann, Gerhard, Stefan Matile, Nina Berova, Koji Nakanishi, and Guy T. Carter. "Absolute stereochemistry of the diepoxins." Tetrahedron 52, no. 2 (1996): 435–46. http://dx.doi.org/10.1016/0040-4020(95)00923-x.

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16

Kobayashi, Jun'ichi, Naoko Kawasaki, and Masashi Tsuda. "Absolute stereochemistry of keramaphidin B." Tetrahedron Letters 37, no. 45 (1996): 8203–4. http://dx.doi.org/10.1016/0040-4039(96)01861-8.

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17

Guo, Jinsong, Gerhard Schlingmann, Guy T. Carter, Koji Nakanishi, and Nina Berova. "Absolute stereochemistry of the strevertenes." Chirality 12, no. 1 (2000): 43–51. http://dx.doi.org/10.1002/(sici)1520-636x(2000)12:1<43::aid-chir8>3.0.co;2-n.

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18

Burns, CJ, M. Gill, and A. Gimenez. "Pigments of Fungi. XXIV. New Trihydroxylated Tetrahydroanthraquinones From an Australian Fungus Belonging to the Genus Dermocybe." Australian Journal of Chemistry 44, no. 12 (1991): 1729. http://dx.doi.org/10.1071/ch9911729.

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The pigments (9)-(11), the first trihydroxylated tetrahydroanthraquinones from Basidiomycetes, are isolated from an Australian toadstool belonging to the genus Dermocybe and the structure and relative stereochemistry of each one is established by spectroscopy. The absolute stereochemistry of each pigment is determined by synthesis from dihydroxylated tetrahydroanthraquinones of known absolute configuration.

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19

Donner, Christopher D., and Melvyn Gill. "Synthesis and absolute stereochemistry of thysanone." Tetrahedron Letters 40, no. 20 (1999): 3921–24. http://dx.doi.org/10.1016/s0040-4039(99)00570-5.

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20

Smith, Amos B., Joseph Barbosa, Nobuo Hosokawa, Hiroshi Naganawa, and Tomio Takeuchi. "(+)-Thiazinotrienomycin E: Relative and absolute stereochemistry." Tetrahedron Letters 39, no. 19 (1998): 2891–94. http://dx.doi.org/10.1016/s0040-4039(98)00426-2.

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21

Harrington, Paul E., and Marcus A. Tius. "Synthesis and Absolute Stereochemistry of Roseophilin." Journal of the American Chemical Society 123, no. 35 (2001): 8509–14. http://dx.doi.org/10.1021/ja011242h.

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22

Ungur, Nicon, Margherita Gavagnin, Angelo Fontana, and Guido Cimino. "Absolute stereochemistry of natural sesquiterpenoid diacylglycerols." Tetrahedron: Asymmetry 10, no. 7 (1999): 1263–73. http://dx.doi.org/10.1016/s0957-4166(99)00119-6.

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23

Sang, Chul Shim, Yeong Koh Hun, and Chang Suk-ku. "Determination of absolute stereochemistry of panaxynol." Tetrahedron Letters 26, no. 47 (1985): 5775–76. http://dx.doi.org/10.1016/s0040-4039(00)98923-8.

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24

Deshpande, Prashant P., Kenneth N. Price, and David C. Baker. "Concerning the absolute stereochemistry of hongconin." Bioorganic & Medicinal Chemistry Letters 5, no. 10 (1995): 1059–60. http://dx.doi.org/10.1016/0960-894x(95)00165-p.

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25

Goetz, Gilles, Wesley Y. Yoshida, and Paul J. Scheuer. "The absolute stereochemistry of Kahalalide F." Tetrahedron 55, no. 25 (1999): 7739–46. http://dx.doi.org/10.1016/s0040-4020(99)00410-x.

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26

Shukla, Vishunu S., Nabin C. Barua, Pritish K. Chowdhury, Ram P. Sharma, Manobjyoti Bordoloi, and Urszula Rychlewska. "Absolute stereochemistry of the cadinenes from." Tetrahedron 42, no. 4 (1986): 1157–67. http://dx.doi.org/10.1016/s0040-4020(01)87521-9.

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27

Roberts, Ieuan O., Mark S. Baird, and Ying Liu. "The absolute stereochemistry of cascarillic acid." Tetrahedron Letters 45, no. 47 (2004): 8685–86. http://dx.doi.org/10.1016/j.tetlet.2004.09.141.

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28

Ishida, Keishi, Hisashi Matsuda, Masahiro Murakami, and Katsumi Yamaguchi. "The absolute stereochemistry of micropeptin 90." Tetrahedron Letters 37, no. 51 (1996): 9225–26. http://dx.doi.org/10.1016/s0040-4039(96)02189-2.

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29

Sakamoto, Akira, Nao Ohya, Toshio Hasegawa, Hiroaki Izumi, Nakako Tokita та Yoshiaki Hamada. "Determination of the Absolute Stereochemistry of Limonene and α-Santalol by Raman Optical Activity Spectroscopy". Natural Product Communications 7, № 4 (2012): 1934578X1200700. http://dx.doi.org/10.1177/1934578x1200700401.

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Determining the absolute stereochemistry of organic compounds in solution remains a challenge. We investigated the use of Raman optical activity (ROA) spectroscopy to address this problem. The absolute configurations of (+)-( R)- and (-)-( S)-limonene were determined by ROA spectroscopy, which can be applied to smaller amounts of sample as compared with vibrational circular dichroism (VCD) spectroscopy. This ROA method was also applied to (+)-( E)-α-santalol and shown to be successful in the determination of the absolute configuration of this compound. ROA spectroscopy shows promise as a usefu

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30

Butler, MS, and RJ Capon. "Beyond Polygodial: New Drimane Sesquiterpenes From a Southern Australian Marine Sponge, Dysidea sp." Australian Journal of Chemistry 46, no. 8 (1993): 1255. http://dx.doi.org/10.1071/ch9931255.

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This report describes the isolation and structure elucidation of four new drimane sesquiterpenes (14)-(17) from a southern Australian marine sponge Dysidea sp. The structures for (14)-(17) were secured by detailed spectroscopic analysis, chemical interconversion and derivatization. Also reported are the known metabolites (+)- euryfuran (7), dihydropallescensin-2 (18), (-)- pallescensin-A (19) and (-)-7-deacetoxyolepupane (6). The rare co-occurrence of two antipodes, (7) and (19), in the same specimen highlights the dangers in assigning absolute stereochemistry based on 'unproven' biosynthetic

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31

Salvatore, Maria Michela, Maria Teresa Russo, Susan Meyer, et al. "Screening of Secondary Metabolites Produced by Nigrospora sphaerica Associated with the Invasive Weed Cenchrus ciliaris Reveals Two New Structurally Related Compounds." Molecules 29, no. 2 (2024): 438. http://dx.doi.org/10.3390/molecules29020438.

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In the search for new alternative biocontrol strategies, phytopathogenic fungi could represent a new frontier for weed management. In this respect, as part of our ongoing work aiming at using fungal pathogens as an alternative to common herbicides, the foliar pathogen Nigrospora sphaerica has been evaluated to control buffelgrass (Cenchrus ciliaris). In particular, in this work, the isolation and structural elucidation of two new biosynthetically related metabolites, named nigrosphaeritriol (3-(hydroxymethyl)-2-methylpentane-1,4-diol) and nigrosphaerilactol (3-(1-hydroxyethyl)-4-methyltetrahyd

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32

Tello-Aburto, Rodolfo, Liam P. Hallada, Doleshwar Niroula, and Snezna Rogelj. "Total synthesis and absolute stereochemistry of the proteasome inhibitors cystargolides A and B." Organic & Biomolecular Chemistry 13, no. 40 (2015): 10127–30. http://dx.doi.org/10.1039/c5ob01821h.

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33

Wang, Ming-Zhong, Tong-Xu Si, Chuen-Fai Ku, et al. "Total synthesis and absolute configuration reassignment of mollenines A and B." Organic Chemistry Frontiers 5, no. 6 (2018): 954–57. http://dx.doi.org/10.1039/c7qo00985b.

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34

TAKAHASHI, Hiroki, Yoshinori TAKAHASHI, Minoru SUZUKI, Tsuyoshi ABE, and Michio MASUDA. "Crystal Structure and Absolute Stereochemistry of Neoirietetraol." Analytical Sciences: X-ray Structure Analysis Online 23 (2007): x103—x104. http://dx.doi.org/10.2116/analscix.23.x103.

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35

Harte, S. M., and C. Frampton. "Determination of absolute stereochemistry for regulatory submission." Acta Crystallographica Section A Foundations of Crystallography 63, a1 (2007): s287—s288. http://dx.doi.org/10.1107/s0108767307093506.

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36

Aramaki, Yoshinori, Kazuhiro Chiba, and Masahiro Tada. "Absolute stereochemistry of chinesin I and II." Journal of the Chemical Society, Perkin Transactions 1, no. 6 (1995): 683. http://dx.doi.org/10.1039/p19950000683.

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37

Sakai, Ryuichi, Elizabeth A. Jares-Erijman, Ignacio Manzanares, Maria V. Silva Elipe, and Kenneth L. Rinehart. "Ecteinascidins: Putative Biosynthetic Precursors and Absolute Stereochemistry." Journal of the American Chemical Society 118, no. 38 (1996): 9017–23. http://dx.doi.org/10.1021/ja950054m.

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38

Capon, Robert J., and John K. MacLeod. "Revision of the absolute stereochemistry of ilimaquinone." Journal of Organic Chemistry 52, no. 22 (1987): 5059–60. http://dx.doi.org/10.1021/jo00231a051.

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39

Huang, Zheng, and C. Dale Poulter. "Braunicene. Absolute stereochemistry of the cyclohexane ring." Journal of Organic Chemistry 53, no. 17 (1988): 4089–94. http://dx.doi.org/10.1021/jo00252a038.

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40

Urban, Sylvia, and Robert J. Capon. "Absolute Stereochemistry of Puupehenone and Related Metabolites." Journal of Natural Products 59, no. 9 (1996): 900–901. http://dx.doi.org/10.1021/np9603838.

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41

Pirrung, Michael C., Yong Rok Lee, Andrew T. Morehead, and Andrew T. McPhail. "Revised Relative and Absolute Stereochemistry of (+)-Purpurin." Journal of Natural Products 61, no. 1 (1998): 89–91. http://dx.doi.org/10.1021/np970366y.

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42

Shi, Xiongwei, Athula B. Attygalle, Adam Liwo, et al. "Absolute Stereochemistry of Soulattrolide and Its Analogues." Journal of Organic Chemistry 63, no. 4 (1998): 1233–38. http://dx.doi.org/10.1021/jo9717752.

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43

Molnár, Péter, József Szabolcs, and Lajos Radics. "The constitution and absolute stereochemistry of persicaxanthin." Phytochemistry 26, no. 5 (1987): 1493–96. http://dx.doi.org/10.1016/s0031-9422(00)81842-7.

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44

Lake, Robin J., John D. McCombs, John W. Blunt, Murray H. G. Munro, and Ward T. Robinson. "Eudistomin K: crystal structure and absolute stereochemistry." Tetrahedron Letters 29, no. 39 (1988): 4971–72. http://dx.doi.org/10.1016/s0040-4039(00)80655-3.

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45

Deeter, Jack, Jeff Frazier, Gilbert Staten, Mike Staszak, and Leland Weigel. "Asymmetric synthesis and absolute stereochemistry of LY248686." Tetrahedron Letters 31, no. 49 (1990): 7101–4. http://dx.doi.org/10.1016/s0040-4039(00)97251-4.

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46

Takada, Yuuki, Masahiro Umehara, Yoichi Nakao, and Junji Kimura. "Revised absolute stereochemistry of natural kulokekahilide-2." Tetrahedron Letters 49, no. 7 (2008): 1163–65. http://dx.doi.org/10.1016/j.tetlet.2007.12.050.

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47

Maguire, Martin P., Paul L. Feldman, and Henry Rapoport. "Stereoselective synthesis and absolute stereochemistry of sinefungin." Journal of Organic Chemistry 55, no. 3 (1990): 948–55. http://dx.doi.org/10.1021/jo00290a028.

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48

Vaz, Esther, Miryam Fernandez-Suarez, and Luis Muñoz. "Determination of the absolute stereochemistry of Etzionin." Tetrahedron: Asymmetry 14, no. 13 (2003): 1935–42. http://dx.doi.org/10.1016/s0957-4166(03)00403-8.

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49

Dormer, Peter G., Amos B. Smith, Shinji Funayama, and Satoshi Omura. "Furaquinocins A-G: relative and absolute stereochemistry." Tetrahedron Letters 33, no. 13 (1992): 1717–20. http://dx.doi.org/10.1016/s0040-4039(00)91714-3.

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50

Yun, Bong-Sik, Ken-ichi Fujita, Kazuo Furihata, and Haruo Seto. "Absolute stereochemistry and solution conformation of promothiocins." Tetrahedron 57, no. 48 (2001): 9683–87. http://dx.doi.org/10.1016/s0040-4020(01)00979-6.

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