A CONCISE APPROACH TO FUNCTIONALIZED, HOMOCHIRAL PYRROLIDINONES

被引：16

作者：

BAMFORD, MJ

BEARD, M

CHERRY, DT

MOLONEY, MG

机构：

[1] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND

[2] GLAXO GRP RES LTD,RES & DEV,GREENFORD UB6 0HE,MIDDX,ENGLAND

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 02期

关键词：

D O I：

10.1016/0957-4166(95)00007-C

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Acylation of O,N-acetal 1 gives excellent yields of the C-7 substituted products 2a,b. Alkylation of 2a under mild conditions gives high yields of the exo- 3 and endo- 4 substituted products in varying ratios, depending on the alkylating agent. The unsaturated derivative 8 reacts in high yields under mild conditions with dienes and 1,3-dipoles to give the corresponding cycloadducts. Elaboration of these compounds by acidic deprotection to substituted pyroglutaminols, and oxidation to the corresponding pyroglutamates, can be readily achieved.

引用

页码：337 / 340

页数：4