Alkylation of 4-hydroxyproline ester derivatives.: Diastereoselectivity guided by the anomeric effect and π-interaction

被引：29

作者：

Nagumo, S ^{[1
]}

Mizukami, M ^{[1
]}

Akutsu, N ^{[1
]}

Nishida, A ^{[1
]}

Kawahara, N ^{[1
]}

机构：

[1] Hokkaido Coll Pharm, Otaru, Hokkaido 0470264, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 16期

关键词：

D O I：

10.1016/S0040-4039(99)00468-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The alkylation of 4-hydroxyproline derivatives 7 and 1 2 with a range of alkylating reagents was examined. The stereoselectivity was found to be dependent on the reagent and the N-protecting group. This was explained by a concept based on the stereoelectronic effect and pi-interaction. (C) 1999 Elsevier Science Ltd. All rights reserved.

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页码：3209 / 3212

页数：4

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