Mild non-transition metal catalyzed deprotection of N-allyloxycarbonyl amines

被引：12

作者：

Szumigala, RH

Onofiok, E

Karady, S

Armstrong, JD

Miller, RA

机构：

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

[2] Univ Calif Davis, Sch Med, Davis, CA 95616 USA

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 25期

关键词：

D O I：

10.1016/j.tetlet.2005.04.064

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthesis of mehyl (2S)-2-amino-2,4-diphenylbutanoate has been achieved via a novel one-pot non-transition metal mediated deprotection of the N-allyloxycarbonyl amine using iodine in wet acetonitrile. The applicability of this transformation has been demonstrated by deprotecting a variety of N-allyloxycarbonyl amines, alpha-aminomethyl esters and simple N-allyloxycarbonyl alkyl amines. Deprotection occurs in high yield (82-93%) without erosion of the optical purity of the chiral substrates. (c) 2005 Elsevier Ltd. All rights reserved.

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收藏

页码：4403 / 4405

页数：3

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