A novel highly stereoselective synthesis of 2,3-disubstituted 3H-quinazoline-4-one derivatives

被引：62

作者：

Zhichkin, Paul

Kesicki, Edward

Treiberg, Jennifer

Bourdon, Lisa

Ronsheim, Matthew

Ooi, Hua Chee

White, Stephen

Judkins, Angela

Fairfax, David

机构：

[1] Albany Mol Res Inc, Albany, NY 12212 USA

[2] ICOS Corp, Bothell, WA 98021 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 07期

关键词：

D O I：

10.1021/ol070276c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient three-step synthesis of chiral 3H-quinazoline-4-one derivatives from commercial materials is disclosed. The Mumm reaction of imidoyl chloride with alpha-amino acids followed by reductive cyclization affords enantiomerically pure (ee > 93%) quinazoline-4-ones in good overall yield. A comparison with existing approaches indicates that this method is superior for hindered substrates.

引用

页码：1415 / 1418

页数：4

共 41 条

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