ASYMMETRIC TOTAL SYNTHESES OF ELAEOKANINE-A AND ELAEOKANINE-B VIA ALPHA-SULFINYL KETIMINE

被引：47

作者：

HUA, DH

BHARATHI, SN

ROBINSON, PD

TSUJIMOTO, A

机构：

[1] Department of Chemistry, Kansas State University, Manhattan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 07期

关键词：

D O I：

10.1021/jo00294a028

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

α-Lithiated (+)-(R)-4,5-dihydro-2-[[(4-methylphenyl)sulfinyl]methyl]-3H-pyrrole (4) underwent annulation with 1,3-diiodopropane to give (-)-(SS)-l,2,3,5,6,7-hexahydro-8-[(4-methylphenyl)sulfinyl]indolizine (6), which was converted into (-)-elaeokanine B (three steps) and (+)-elaeokanine A (four steps). © 1990, American Chemical Society. All rights reserved.

引用

页码：2128 / 2132

页数：5

共 31 条

[1] ENAMIDES IN ORGANIC-SYNTHESIS .2. N-VINYL AS N-H PROTECTING GROUP - SYNTHESIS OF CYCLIC IMINES FROM N-VINYLLACTAMS AND ORGANOLITHIUM REAGENTS [J].