Completely diastereoselective aziridination of α,β-unsaturated acids via intramolecular reaction of 3-acetoxyaminoquinazolin-4(3H)-ones

被引：15

作者：

Atkinson, RS ^{[1
]}

Draycott, RD

Hirst, DJ

Parratt, MJ

Raynham, TM

机构：

[1] Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England

[2] Roche Discovery Welwyn, Welwyn Garden City AL7 3AY, Herts, England

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 11期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/S0040-4039(02)00136-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(R)-3-Amino-2-[1-(2-hydroxyethoxy)ethyl]quinazolin-4(3H)-one 10 was prepared in 62% yield without the need for chromatography and O-cinnamoylated reaction with lead tetra-acetate gave aziridine 12 as a single diastereoisomer in quantitative yield which was converted into the beta-amino acid ester 15 corresponding to overall enantioselective addition of ammonia to the double bond of cinnamic acid. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2083 / 2085

页数：3

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