SYNTHESIS OF A MAJOR SUBUNIT OF THE IEJIMALIDES

被引:14
作者
COTTARD, M
KANN, N
REIN, T
AKERMARK, B
HELQUIST, P
机构
[1] UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556
[2] ROYAL INST TECHNOL,DEPT CHEM,S-10044 STOCKHOLM,SWEDEN
关键词
D O I
10.1016/0040-4039(95)00486-V
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective synthesis of the C(17)-C(29) portion of the iejimalides has been accomplished through use of a Heck palladium-catalyzed olefination reaction and asymmetric aldol condensations of dienals.
引用
收藏
页码:3115 / 3118
页数:4
相关论文
共 33 条
[1]  
AHMED I, 1968, J CHEM SOC C, P185
[2]  
ARCADI A, 1990, TETRAHEDRON LETT, V17, P2463
[3]   TOTAL SYNTHESIS OF (+)-MILBEMYCIN-BETA-3 [J].
BARRETT, AGM ;
CARR, RAE ;
ATTWOOD, SV ;
RICHARDSON, G ;
WALSHE, NDA .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (25) :4840-4856
[4]  
BASHA A, 1977, TETRAHEDRON LETT, P4171
[5]   SYNTHESIS OF THE OXAZOLE-CONTAINING AND DIENE-CONTAINING C9-C23 FRAGMENT OF THE TYPE-A STREPTOGRAMIN ANTIBIOTICS [J].
BERGDAHL, M ;
HETT, R ;
FRIEBE, TL ;
GANGLOFF, AR ;
IQBAL, J ;
WU, YH ;
HELQUIST, P .
TETRAHEDRON LETTERS, 1993, 34 (46) :7371-7374
[6]  
BIEBER G, 1954, B SOC CHIM FR, P199
[7]   STEREOSELECTIVE ALDOL REACTIONS WITH ALPHA-UNSUBSTITUTED CHIRAL ENOLATES [J].
BRAUN, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (01) :24-37
[8]  
CAUBERE P, 1964, B SOC CHIM FR, P144
[9]   AN EFFICIENT, PALLADIUM-CATALYZED ROUTE TO PROTECTED ALLYLIC AMINES [J].
CONNELL, RD ;
REIN, T ;
AKERMARK, B ;
HELQUIST, P .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (16) :3845-3849
[10]   PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES [J].
COREY, EJ ;
VENKATESWARLU, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) :6190-+