A SIMPLIFIED SYNTHESIS OF (+)-BREFELDIN-A

被引:46
作者
COREY, EJ
CARPINO, P
机构
[1] Department of Chemistry, Harvard University, Cambridge
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(00)97297-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An effective and enantioselective process for the total synthesis of (+)-brefeldin A (1) is described which starts from the dextrorotatory ketone 2.
引用
收藏
页码:7555 / 7558
页数:4
相关论文
共 26 条
[11]   ELECTROPHILIC BROMINATION OF BICYCLO[3,3,0]HEPT-2-EN-6-ONES [J].
GRUDZINSKI, Z ;
ROBERTS, SM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (18) :1767-1773
[12]   SYNTHESIS OF MACRO-CYCLIC AND MEDIUM-CYCLIC COMPOUNDS .4. STEREOSLECTIVE TOTAL SYNTHESIS OF (+)-BREFELDIN-A [J].
KITAHARA, T ;
MORI, K .
TETRAHEDRON, 1984, 40 (15) :2935-2944
[13]  
KOEKSAL Y, 1980, Angewandte Chemie International Edition in English, V19, P472
[14]   EFFICIENT STEREOCONTROLLED TOTAL SYNTHESES OF RACEMIC AND NATURAL BREFELDIN-A [J].
LEDRIAN, C ;
GREENE, AE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (20) :5473-5483
[15]   BLOCKADE BY BREFELDIN A OF INTRACELLULAR-TRANSPORT OF SECRETORY PROTEINS IN MOUSE PITUITARY-CELLS - EFFECTS ON THE BIOSYNTHESIS OF THYROTROPIN AND FREE ALPHA-SUBUNITS [J].
MAGNER, JA ;
PAPAGIANNES, E .
ENDOCRINOLOGY, 1988, 122 (03) :912-920
[16]  
MISUMI Y, 1986, J BIOL CHEM, V261, P1398
[17]  
PERKEL VS, 1989, P SOC EXP BIOL MED, V190, P286
[18]   A NOVEL SYNTHESIS OF CIS-3,4-DISUBSTITUTED CYCLOPENTANONES [J].
SAKAI, K ;
ISHIGURO, Y ;
FUNAKOSHI, K ;
UENO, K ;
SUEMUNE, H .
TETRAHEDRON LETTERS, 1984, 25 (09) :961-964
[19]   NICKEL-CATALYZED CONJUGATE ADDITION OF ALKENYL ZIRCONIUM SPECIES TO ALPHA,BETA-UNSATURATED KETONES [J].
SCHWARTZ, J ;
LOOTS, MJ ;
KOSUGI, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (04) :1333-1340
[20]   KONSTITUTION VON BREFELDIN A [J].
SIGG, HP .
HELVETICA CHIMICA ACTA, 1964, 47 (06) :1401-&