Catalytic asymmetric synthesis of quaternary carbon centers. Exploratory studies of intramolecular Heck reactions of (Z)-α,β-unsaturated anilides and mechanistic investigations of asymmetric Heck reactions proceeding via neutral intermediates

Journal of the American Chemical Society

Volumn 120, Issue 26, 1998, Pages 6488-6499

  Ashimori, Atsuyuki ^a,b   Bachand, Benoit ^a,c   Calter, Michael A ^a,d   Govek, Steven P ^a   Overman, Larry E ^a   Poon, Daniel J ^a,e  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b Green Cross Company   (South Korea)

^c BioChem Therapeutique Inc   (Canada)

^d VIRGINIA POLYTECHNIC INSTITUTE AND STATE UNIVERSITY   (United States)

^e Department of Environmental and Radiological Health Sciences   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANILIDE; INDOLE DERIVATIVE;

ARTICLE; CATALYSIS; CYCLIZATION; DRUG SYNTHESIS; ENANTIOMER; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOISOMERISM;

EID: 0032496939     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja980787h     Document Type: Article

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64. 42
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66. 3
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69. That the phenyl groups, particularly the quasi equatorial phenyl groups, of BINAP and related ligands play a critical role in enantiodiscrimination has been pointed out by many authors See, inter alia.: (a) Fryzuk, M. D.; Bosnich, B. J. Am. Chem. Soc. 1997, 99, 66262. (b) Pavlov, V. A.; Klabunovskii, E. I.; Struchkov, T.; Voloboev, A. A.; Yanovsky, A. I. J. Mol. Catal. 1988, 44, 217. (c) Kagan, H. B. Compr. Organomet. Chem. 1982, 8, 463. (d) Seebach, D.; Plattner, D. A.; Beck, A. K.; Wang, Y. M.; Hunziker, D. Helv. Chem. Acta 1992, 75, 2171.
70. That the phenyl groups, particularly the quasi equatorial phenyl groups, of BINAP and related ligands play a critical role in enantiodiscrimination has been pointed out by many authors See, inter alia.: (a) Fryzuk, M. D.; Bosnich, B. J. Am. Chem. Soc. 1997, 99, 66262. (b) Pavlov, V. A.; Klabunovskii, E. I.; Struchkov, T.; Voloboev, A. A.; Yanovsky, A. I. J. Mol. Catal. 1988, 44, 217. (c) Kagan, H. B. Compr. Organomet. Chem. 1982, 8, 463. (d) Seebach, D.; Plattner, D. A.; Beck, A. K.; Wang, Y. M.; Hunziker, D. Helv. Chem. Acta 1992, 75, 2171.
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84. 4 Conventional silica gel flash chromatography is abbreviated as sgc.