Highly efficient diastereoselective Michael addition of various thiols to (+)-brefeldin A

被引:22
作者
Argade, AB
Haugwitz, RD
Devraj, R
Kozlowski, J
Fanwick, PE
Cushman, M [1 ]
机构
[1] Purdue Univ, Dept Med Chem & Mol Pharmacol, W Lafayette, IN 47907 USA
[2] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
[3] NCI, Dev Therapeut Program, Div Canc Biol Diag & Ctr, NIH, Rockville, MD 20852 USA
关键词
D O I
10.1021/jo971292y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Michael addition of thiols to brefeldin A occurs with high diastereoselectivity, affording ratios of major to minor diastereomers of at least 30:1. On the basis of the X-ray structure of a crystalline dibenzoyl derivative, the major diastereomers are assigned the 3R configuration, while the minor diastereomers have the 3S configuration.
引用
收藏
页码:273 / 278
页数:6
相关论文
共 13 条