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Journal articles on the topic 'Oppolzer's sultam'

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Published: 4 June 2021

Last updated: 10 February 2022

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1

Hyean Kim, Byeang, and Dennis P. Curran. "Asymmetric thermal reactions with oppolzer's camphor sultam." Tetrahedron 49, no. 2 (1993): 293–318. http://dx.doi.org/10.1016/s0040-4020(01)80300-8.

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2

Curran, Dennis P., Steven J. Geib, and Chien-Hsing Lin. "Group selective radical cyclizations with Oppolzer's camphor sultam." Tetrahedron: Asymmetry 5, no. 2 (1994): 199–202. http://dx.doi.org/10.1016/s0957-4166(00)86172-8.

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3

Curran, Dennis P., Wang Shen, Jiancun Zhang, and Timothy A. Heffner. "Asymmetric radical addition, cyclization, and annulation reactions with Oppolzer's camphor sultam." Journal of the American Chemical Society 112, no. 18 (1990): 6738–40. http://dx.doi.org/10.1021/ja00174a059.

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4

Kim, Byeang Hyean, Ju Young Lee, Kimoon Kim, and Dongmok Whang. "Asymmetric induction in silyl nitronate cycloadditions to Oppolzer's chiral sultam derivatives." Tetrahedron: Asymmetry 2, no. 1 (1991): 27–30. http://dx.doi.org/10.1016/s0957-4166(00)82151-5.

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5

P. Curran, Dennis, Wang Shen, Jiancun Zhang, Steven J. Gieb, and Chien-Hsing Lin. "Controlling Stereochemistry in Radical Addition and Cyclization Reactions with Oppolzer's Camphor Sultam." HETEROCYCLES 37, no. 3 (1994): 1773. http://dx.doi.org/10.3987/com-93-s148.

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6

Kiegiel, Katarzyna, та Janusz Jurczak. "Diastereoselective addition of allylic reagents to chiral α-ketoimides derived from Oppolzer's sultam". Tetrahedron Letters 40, № 5 (1999): 1009–12. http://dx.doi.org/10.1016/s0040-4039(98)02470-8.

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7

Girard, Christian, Gérard Mandville, and Robert Bloch. "Regioselective SN′ allylic substitution versus 1,4-addition: Asymmetric induction with Oppolzer's chiral sultam." Tetrahedron: Asymmetry 4, no. 4 (1993): 613–16. http://dx.doi.org/10.1016/s0957-4166(00)80161-5.

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8

Sullivan, R. J., and S. G. Newman. "Chiral auxiliary recycling in continuous flow: automated recovery and reuse of Oppolzer's sultam." Chemical Science 9, no. 8 (2018): 2130–34. http://dx.doi.org/10.1039/c7sc05192a.

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9

ISEKI, Katsuhiko, Satoshi OISHI, and Yoshiro KOBAYASHI. "Diastereo-Face Selectivity in the Aldol Reaction of Boryl Enolate Derived from Oppolzer's Sultam." CHEMICAL & PHARMACEUTICAL BULLETIN 44, no. 11 (1996): 2003–8. http://dx.doi.org/10.1248/cpb.44.2003.

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10

Vallg»rda, Jerk, та Uli Hacksell. "Stereoselective palladium-catalyzed cyclopropanation of α,β-unsaturated carboxylic acids derivatized with oppolzer's sultam". Tetrahedron Letters 32, № 40 (1991): 5625–28. http://dx.doi.org/10.1016/0040-4039(91)80102-c.

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11

Piątek, Anna, Christian Chapuis, and Janusz Jurczak. "Synthesis of a Six-Membered-Ring (2R)-10a-Homobornane-10a,2-sultam and Structural Comparison with Oppolzer's, Lang's, and King's Sultams." Helvetica Chimica Acta 85, no. 7 (2002): 1973. http://dx.doi.org/10.1002/1522-2675(200207)85:7<1973::aid-hlca1973>3.0.co;2-n.

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12

Zoretic, Philip A., Xiaoyu Weng, Christopher K. Biggers, Michael S. Biggers, Myron L. Caspar та Donald G. Davis. "Manganese(III)-promoted oxidative free-radical cyclizations of β-keto imides: Asymmetric induction with oppolzer's chiral sultam". Tetrahedron Letters 33, № 19 (1992): 2637–40. http://dx.doi.org/10.1016/s0040-4039(00)79045-9.

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13

Garner, Philip, Özdemir Dogan, Wiley J. Youngs, Vance O. Kennedy, John Protasiewicz, and Rebecca Zaniewski. "Stereocontrolled 1,3-dipolar cycloadditions using Oppolzer's camphor sultam as the chiral auxiliary for carbonyl stabilized azomethine ylides." Tetrahedron 57, no. 1 (2001): 71–85. http://dx.doi.org/10.1016/s0040-4020(00)00998-4.

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14

Vallgårda, Jerk, Ulf Appelberg, Ingeborg Csöregh та Uli Hacksell. "Stereoselectivity and generality of the palladium-catalysed cyclopropanation of α,β-unsaturated carboxylic acids derivatized with Oppolzer's sultam". J. Chem. Soc., Perkin Trans. 1, № 4 (1994): 461–70. http://dx.doi.org/10.1039/p19940000461.

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15

Garner, Philip, and Wen Bin Ho. "Stereoselective 1,3-dipolar cycloadditions of photochemically generated azomethine ylides to Oppolzer's chiral acryloyl sultam. An asymmetric approach to quinocarcin." Journal of Organic Chemistry 55, no. 13 (1990): 3973–75. http://dx.doi.org/10.1021/jo00300a004.

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16

Cao, Xiufang, Fang Liu, Wenchang Lu, Gang Chen, Guang-Ao Yu та Sheng Hua Liu. "Regio- and diastereoselective conjugate addition of Grignard reagents to aryl substituted α,β-unsaturated carbonyl compounds derived from Oppolzer's sultam". Tetrahedron 64, № 24 (2008): 5629–36. http://dx.doi.org/10.1016/j.tet.2008.04.048.

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17

Curran, Dennis P., Byeang Hyean Kim, James Daugherty та Timothy A. Heffner. "The preparation of optically active δ2- isoxazolines. A model for asymmetric induction in the non lewis acid catalyzed reactions of oppolzer's chiral sultam". Tetrahedron Letters 29, № 29 (1988): 3555–58. http://dx.doi.org/10.1016/0040-4039(88)85291-2.

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18

Curran, Dennis P., and Timothy A. Heffner. "On the scope of asymmetric nitrile oxide cycloadditions with Oppolzer's chiral sultam. Total syntheses of (+)-hepialone, (-)-(1R,3R,5S)-1,3-dimethyl-2,9-dioxabicyclo[3.3.1]nonane, and (-)-(1S)-7,7-dimethyl-6,8-dioxabicyclo[3.2.1]octane." Journal of Organic Chemistry 55, no. 15 (1990): 4585–95. http://dx.doi.org/10.1021/jo00302a023.

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19

REISER, O. "ChemInform Abstract: Oppolzer-Sultame." ChemInform 27, no. 39 (2010): no. http://dx.doi.org/10.1002/chin.199639296.

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20

Reiser, Oliver. "ChemInform Abstract: Oppolzer Sultams." ChemInform 33, no. 17 (2010): no. http://dx.doi.org/10.1002/chin.200217266.

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21

Fraser, Benjamin H., Danny M. Gelman, Patrick Perlmutter, and Filisaty Vounatsos. "Diethylboron triflate-promoted anti aldol additions of Oppolzer’s sultam." Tetrahedron: Asymmetry 17, no. 7 (2006): 1152–55. http://dx.doi.org/10.1016/j.tetasy.2006.04.003.

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22

Kumaraswamy, G., and B. Markondaiah. "Enantioselective total synthesis of (−)-tetrahydrolipstatin using Oppolzer’s sultam directed aldol reaction." Tetrahedron Letters 49, no. 2 (2008): 327–30. http://dx.doi.org/10.1016/j.tetlet.2007.11.051.

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23

Zhang, Lumin, Lili Zhu, Jun Yang, Jisheng Luo та Ran Hong. "Stereoselective α-Hydroxylation of Amides Using Oppolzer’s Sultam as Chiral Auxiliary". Journal of Organic Chemistry 81, № 9 (2016): 3890–900. http://dx.doi.org/10.1021/acs.joc.6b00068.

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24

Palomo, Claudio, Jesus M. Aizpurua, Miren Iturburu, and Raquel Urchegui. "Asymmetric 1,4-addition of higher order silylcuprates to Oppolzer's N-enoyl sultams." Journal of Organic Chemistry 59, no. 1 (1994): 240–44. http://dx.doi.org/10.1021/jo00080a041.

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25

KIM, B. H., and D. P. CURRAN. "ChemInform Abstract: Asymmetric Thermal Reactions with Oppolzer′s Camphor Sultam." ChemInform 24, no. 15 (2010): no. http://dx.doi.org/10.1002/chin.199315315.

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26

CURRAN, D. P., S. J. GEIB, and C. H. LIN. "ChemInform Abstract: Group Selective Radical Cyclizations with Oppolzer′s Camphor Sultam." ChemInform 25, no. 28 (2010): no. http://dx.doi.org/10.1002/chin.199428055.

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27

Reid, Gary P., Kieron W. Brear, and David J. Robins. "Diastereoselective conjugate addition of Grignard reagents to a homochiral fumaramide derived from Oppolzer’s sultam." Tetrahedron: Asymmetry 15, no. 5 (2004): 793–801. http://dx.doi.org/10.1016/j.tetasy.2003.12.010.

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28

Srirajan, V., Vedavati G. Puranik, A. R. A. S. Deshmukh та Baburao M. Bhawal. "An efficient use of Oppolzer sultam for Diastereospecific Synthesis of cis-β-Lactams". Tetrahedron 52, № 15 (1996): 5579–84. http://dx.doi.org/10.1016/0040-4020(96)00193-7.

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29

KIM, B. H., J. Y. LEE, K. KIM, and D. WHANG. "ChemInform Abstract: Asymmetric Induction in Silyl Nitronate Cycloadditions to Oppolzer′s Chiral Sultam Derivatives." ChemInform 22, no. 24 (2010): no. http://dx.doi.org/10.1002/chin.199124145.

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30

CURRAN, D. P., W. SHEN, J. ZHANG, S. J. GIEB, and C. H. LIN. "ChemInform Abstract: Controlling Stereochemistry in Radical Addition and Cyclization Reactions with Oppolzer′s Camphor Sultam." ChemInform 25, no. 43 (2010): no. http://dx.doi.org/10.1002/chin.199443054.

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31

Kiegiel, Katarzyna, та Janusz Jurczak. "ChemInform Abstract: Diastereoselective Addition of Allylic Reagents to Chiral α-Ketoimides Derived from Oppolzer′s Sultam." ChemInform 30, № 22 (2010): no. http://dx.doi.org/10.1002/chin.199922030.

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32

GIRARD, C., G. MANDVILLE, and R. BLOCH. "ChemInform Abstract: Regioselective SN′ Allylic Substitution versus 1,4-Addition: Asymmetric Induction with Oppolzer′s Chiral Sultam." ChemInform 24, no. 32 (2010): no. http://dx.doi.org/10.1002/chin.199332055.

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33

VALLGARDA, J., та U. HACKSELL. "ChemInform Abstract: Stereoselective Palladium-Catalyzed Cyclopropanation of α,β- Unsaturated Carboxylic Acids Derivatized with Oppolzer′s Sultam." ChemInform 23, № 25 (2010): no. http://dx.doi.org/10.1002/chin.199225109.

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34

Ramesh, M., V. Ramesh, B. Raju, et al. "Diastereomeric differentiation of Oppolzer sultam derivatives using electrospray ionization and atmospheric pressure photo ionization tandem mass spectrometry." Journal of Mass Spectrometry 44, no. 7 (2009): 1114–18. http://dx.doi.org/10.1002/jms.1567.

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35

ISEKI, K., S. OISHI, and Y. KOBAYASHI. "ChemInform Abstract: Diastereo-Face Selectivity in the Aldol Reaction of Boryl Enolate Derived from Oppolzer′s Sultam." ChemInform 28, no. 21 (2010): no. http://dx.doi.org/10.1002/chin.199721035.

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36

PALOMO, C., J. M. AIZPURUA, M. ITURBURU, and R. URCHEGUI. "ChemInform Abstract: Asymmetric 1,4-Addition of Higher Order Silylcuprates to Oppolzer′s N- Enoyl Sultams." ChemInform 25, no. 23 (2010): no. http://dx.doi.org/10.1002/chin.199423093.

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37

Kim, Kwang S., Byeang Hyean Kim, Won Min Park, Seung Joo Cho, and Byung Jin Mhin. "Origin of diastereoselectivity in the nitrile oxide cycloadditions with Oppolzer's chiral sultams: coulombic interaction as the key role in diastereofacial differentiation." Journal of the American Chemical Society 115, no. 16 (1993): 7472–77. http://dx.doi.org/10.1021/ja00069a054.

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38

Fleming, Ian, Elena Marangon, Chiara Roni, Matthew G. Russell та Sandra Taliansky Chamudis. "Reactions of phenyldimethylsilyllithium with β-N,N-dimethylaminoenones: A convenient synthesis of β-dimethyl(phenyl)silylacrylic acid and its derivatives". Canadian Journal of Chemistry 82, № 2 (2004): 325–32. http://dx.doi.org/10.1139/v03-194.

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Abstract:

Phenyldimethylsilyllithium reacted with 5,5-dimethyl-3-(N,N-dimethylamino)cyclohex-2-enone (7), 3-(E)-N,N-dimethylaminopropenal (11), and 4-N,N-dimethylaminobut-3-en-2-one (13) to give the corresponding β-silyl-α,β-unsaturated carbonyl compounds 8, 12, and 14, in which the dimethylamino group has been displaced by the phenyldimethylsilyl group. Phenyldimethylsilyllithium reacted with ethyl β-N,N-dimethylaminopropenoate (15) by conjugate addition, but, in contrast to the ketones 7 and 13 and the aldehyde 11, the intermediate enolate 16 was C-protonated in the aqueous work-up to give ethyl 3-N,N

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39

SRIRAJAN, V., V. G. PURANIK, A. R. A. S. DESHMUKH та B. M. BHAWAL. "ChemInform Abstract: An Efficient Use of Oppolzer Sultam (I) for Diastereospecific Synthesis of cis-β-Lactams (V) and (VII)." ChemInform 27, № 30 (2010): no. http://dx.doi.org/10.1002/chin.199630133.

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40

Garner, Philip, Oezdemir Dogan, Wiley J. Youngs, Vance O. Kennedy, John Protasiewicz, and Rebecca Zaniewski. "ChemInform Abstract: Stereocontrolled 1,3-Dipolar Cycloadditions Using Oppolzer′s Camphor Sultam as the Chiral Auxiliary for Carbonyl Stabilized Azomethine Ylides." ChemInform 32, no. 17 (2001): no. http://dx.doi.org/10.1002/chin.200117113.

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41

VALLGARDA, J., U. APPELBERG, I. CSOEREGH та U. HACKSELL. "ChemInform Abstract: Stereoselectivity and Generality of the Palladium-Catalyzed Cyclopropanation of α,β-Unsaturated Carboxylic Acids Derivatized with Oppolzer′s Sultam." ChemInform 25, № 24 (2010): no. http://dx.doi.org/10.1002/chin.199424113.

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42

Kumaraswamy, Gullapalli, Mogilisetti Padmaja, Bekkam Markondaiah, Nivedita Jena, Balasubramanian Sridhar, and Marelli Udaya Kiran. "Oppolzer Sultam Directed Aldol as a Key Step for the Stereoselective Syntheses of Antitumor Antibiotic Belactosin C and Its Synthetic Congeners†,‡." Journal of Organic Chemistry 71, no. 1 (2006): 337–40. http://dx.doi.org/10.1021/jo0516887.

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43

Iseki, Katsuhiko, Satoshi Oishi та Yoshiro Kobayashi. "Reversal of Stereoselectivity in the Aldol Reaction of Boron Enolate Derived from Oppolzer’s Sultam with α,α-Difluoro and α,α,α-Trifluoro Carbonyl Compounds". Chemistry Letters 23, № 6 (1994): 1135–38. http://dx.doi.org/10.1246/cl.1994.1135.

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44

CHAPUIS, C., J. Y. DE SAINT LAUMER, and M. MARTY. "ChemInform Abstract: Origin of Diastereoselectivity in the Thermal (4 + 2) Cycloadditions of Dienophiles Derived from Oppolzer′s Sultams: Steric vs. Stereoelectronic Influences." ChemInform 28, no. 18 (2010): no. http://dx.doi.org/10.1002/chin.199718038.

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45

ISEKI, K., S. OISHI та Y. KOBAYASHI. "ChemInform Abstract: Reversal of Stereoselectivity in the Aldol Reaction of Boron Enolate Derived from Oppolzer′s Sultam with α,α-Difluoro and . alpha.,α,α-Trifluoro Carbonyl Compounds." ChemInform 25, № 50 (2010): no. http://dx.doi.org/10.1002/chin.199450050.

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46

Lodwig, Siegfried N., та Clifford J. Unkefer. "Stereoselective synthesis of stable isotope-labeled L-α-amino acids: Electrophilic amination of Oppolzer's acyl sultams in the synthesis of L-[15N]alanine, L-[15N]valine, L-[15N]leucine, L-[15N]phenylalanine and L-[1-13C, 15N]valine". Journal of Labelled Compounds and Radiopharmaceuticals 38, № 3 (1996): 239–48. http://dx.doi.org/10.1002/(sici)1099-1344(199603)38:3<239::aid-jlcr831>3.0.co;2-e.

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47

CURRAN, D. P., and T. A. HEFFNER. "ChemInform Abstract: On the Scope of Asymmetric Nitrile Oxide Cycloadditions with Oppolzer′ s Chiral Sultam. Total Syntheses of (+)-Hepialone, (1R,3R,5S)-(-)-1,3- Dimethyl-2,9-dioxabicyclo(3.3.1)nonane, and (1S)-(-)-7,7-Dimethyl-6,8- dioxabicyclo(3.2.1)oc." ChemInform 22, no. 1 (2010): no. http://dx.doi.org/10.1002/chin.199101089.

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48

"Stereoselective palladium-catalyzed cyclopropanation of α,β-unsaturated carboxylic acids derivatized with Oppolzer's sultam". Tetrahedron Letters 32, № 49 (1991): 7136. http://dx.doi.org/10.1016/0040-4039(91)80460-n.

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49

"Oppolzer-Sultame." Nachrichten aus Chemie, Technik und Laboratorium 44, no. 6 (1996): 612–18. http://dx.doi.org/10.1002/nadc.19960440616.

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50

CURRAN, D. P., W. SHEN, J. ZHANG, and T. A. HEFFNER. "ChemInform Abstract: Asymmetric Radical Addition, Cyclization, and Annulation Reactions with Oppolzer′s Camphor Sultam." ChemInform 21, no. 51 (1990). http://dx.doi.org/10.1002/chin.199051070.

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