DIASTEREOSELECTIVE AND ENANTIOSELECTIVE SYNTHESES OF (-)-CONIINE, (-)-SOLENOPSIN-A, (-)-SOLENOPSIS-FUGAX VENOM AND (-)-XENOVENINE VIA DEOXYGENATIVE DECARBOXYLATION OF 2-CARBONYLSULTAM-SUBSTITUTED N-HYDROXY-PIPERIDINES AND N-HYDROXY-PYRROLIDINES

被引：79

作者：

OPPOLZER, W

BOCHET, CG

MERIFIELD, E

机构：

[1] Départment de Chimie Organique, Université de Genève

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 38期

关键词：

D O I：

10.1016/0040-4039(94)88213-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Heating cyclic 2-carbonylsultam-substituted N-hydroxylamines 4 with NaH yields sultam auxiliary 8 and imines 10, which are trapped in situ either by i-Bu(2)AlH or organocerium reagents to give 2 enantiomerically pure 2-mono- or trans-2,6(2,5)-disubstituted piperidines (pyrrolidines) 11 or 12.

引用

页码：7015 / 7018

页数：4