Asymmetric synthesis of (2S,3S)-3-hydroxy-2-phenylpiperidine via ring expansion

被引：46

作者：

Lee, J ^{[1
]}

Hoang, T ^{[1
]}

Lewis, S ^{[1
]}

Weissman, SA ^{[1
]}

Askin, D ^{[1
]}

Volante, RP ^{[1
]}

Reider, PJ ^{[1
]}

机构：

[1] Merck & Co Inc, Dept Proc Res, Merck Res Labs, Rahway, NJ 07065 USA

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 36期

关键词：

D O I：

10.1016/S0040-4039(01)01223-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A catalytic highly enantioselective (99% ce) preparation of N-tert-butyloxycarbonyl-(2S,3S)-3-hydroxy-2-phenyl-piperidine and N-tert-butyloxycarbonyl-(2S)-2-phenyl-piperidin-3-one was developed using an intramolecular epoxide opening followed by ring expansion. The cis-epoxide starting material was available in high ce via Jacobsen epoxidation. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：6223 / 6225

页数：3

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