Asymmetric synthesis of 1-Boc-3- and 4-hydroxypyrrolidines

被引:8
作者
Aoyagi, Y [1 ]
Williams, RM [1 ]
机构
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
关键词
amino acids and derivatives; asymmetric synthesis; pyrrolidines; allylation;
D O I
10.1016/S0040-4020(98)00807-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lewis Acid-mediated coupling reactions of (5R, 6S)-2-acetoxy-4-(benzyloxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazine (2a) with allylsilanes (3a-d) proceeded to give the coupling products (4a-b) with moderate to good stereoselectivity. The coupling products (4a-b) were effectively converted into 1-Boc-3-and 4-hydroxypyrrolidines (8a, syn-b, and c). (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:13045 / 13058
页数:14
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