Controlled reduction of 5-alkyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridin-4-ylium iodide:: enantioselective synthesis of (-)-dihydropinidine and (+)-indolizidine 167B

被引：24

作者：

Roa, LF ^{[1
]}

Gnecco, D ^{[1
]}

Galíndo, A ^{[1
]}

Terán, JL ^{[1
]}

机构：

[1] BUAP, Inst Ciencias, Ctr Quim, Puebla, Mexico

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 21期

关键词：

D O I：

10.1016/j.tetasy.2004.09.030

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A controlled reduction of (+)-(3R,5S)-5-methyl- and (+)-(3R,5S)-5-n-propyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2a]pyridin-4-ylium iodide 1 and 2 to generate (3R,5S)-5-methyl- and (3R,5S)-5-n-propyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2a]pyridine 3 and 4, respectively, is reported. In addition, an enantioselective synthesis of (-)-(2R,6S)-dihydropinidine and (+)-(2S,6S)-indolizidine 167B starting from 3 and 4, respectively, was achieved. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：3393 / 3395

页数：3

共 13 条

[1] Enantioselective synthesis of piperidine, indolizidine, and quinolizidine alkaloids from a phenylglycinol-derived δ-lactam [J].