An asymmetric synthesis (-)-epibatidine

被引:83
作者
Trost, BM
Cook, GR
机构
[1] Department of Chemistry, Stanford University, Stanford
基金
美国国家卫生研究院;
关键词
D O I
10.1016/0040-4039(96)01739-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Pd catalyzed desymmetrization of cis-3,6-dibenzoyloxy-2-cyclohexene and a Pd catalyzed cross-coupling constitute key reactions in a synthesis of the non-opioid analgesic (-)-epibatidine. Copyright (C) 1996 Published by Elsevier Science Ltd
引用
收藏
页码:7485 / 7488
页数:4
相关论文
共 34 条
[1]   TOTAL SYNTHESIS OF (+/-)-EPIBATIDINE [J].
ALBERTINI, E ;
BARCO, A ;
BENETTI, S ;
DERISI, C ;
POLLINI, GP ;
ROMAGNOLI, R ;
ZANIRATO, V .
TETRAHEDRON LETTERS, 1994, 35 (49) :9297-9300
[2]  
BADIO B, 1994, MOL PHARMACOL, V45, P563
[3]  
BADIO B, 1994, MED CHEM RES, V4, P440
[4]   Synthesis of (+/-)-epibatidine and its analogues [J].
Bai, DG ;
Xu, R ;
Chu, GH ;
Zhu, XG .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (14) :4600-4606
[5]   TOTAL SYNTHESIS OF EPIBATIDINE [J].
BROKA, CA .
TETRAHEDRON LETTERS, 1993, 34 (20) :3251-3254
[6]  
BROKA CA, 1994, MED CHEM RES, V4, P449
[7]   Chemistry of 7-azabicyclo[2.2.1]hepta-2,5-dienes, 7-azabicyclo[2.2.1]hept-2-enes, and 7-azabicyclo[2.2.1]heptanes [J].
Chen, ZM ;
Trudell, ML .
CHEMICAL REVIEWS, 1996, 96 (03) :1179-1193
[8]   A TOTAL SYNTHESIS OF (PLUS-OR-MINUS)-EPIBATIDINE [J].
CLAYTON, SC ;
REGAN, AC .
TETRAHEDRON LETTERS, 1993, 34 (46) :7493-7496
[9]   STEREOCONTROLLED TOTAL SYNTHESIS OF (+)-EPIBATIDINE AND (-)-EPIBATIDINE [J].
COREY, EJ ;
LOH, TP ;
ACHYUTHARAO, S ;
DALEY, DC ;
SARSHAR, S .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (21) :5600-5602
[10]   PHARMACOLOGICAL EFFECTS OF EPIBATIDINE OPTICAL ENANTIOMERS [J].
DAMAJ, MI ;
CREASY, KR ;
GROVE, AD ;
ROSECRANS, JA ;
MARTIN, BR .
BRAIN RESEARCH, 1994, 664 (1-2) :34-40