DIASTEREOSELECTIVE SYNTHESIS OF 2,6-DISUBSTITUTED 3-HYDROXYPIPERIDINE, 2-(ALPHA-HYDROXYALKYL)-3-HYDROXYPIPERIDINE AND 2-(ALPHA-HYDROXYALKYL)-3-HYDROXYPYRROLIDINE DERIVATIVES

被引:10
作者
KANO, S
YUASA, Y
MOCHIZUKI, N
SHIBUYA, S
机构
[1] Tokyo College of Pharmacy, Hachioji, Tokyo, 192-03
关键词
D O I
10.3987/COM-89-S24
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reduction of 5-substituted 5,8a-trans-oxazolo[3,4-a]pyridin-8-ones (7a,b), obtained by an application of α-acylamino radical cyclization at the initial stage, with NaBH4 and K-Selectride was found to proceed with complete stereocontrol in all cases. Reduction of 1-substituted 1,8a-trans-oxazolo[3,4-a]pyridin-8-one (7c) and pyrrolidine analogue (10) with NaBH4 and K-Selectride was also found to proceed with high diastereoselectivity. © 1990.
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页码:263 / 266
页数:4
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