Asymmetric Synthesis of Trisubstituted Aziridines via Aza-Darzens Reaction of Chiral Sulfinimines

被引：34

作者：

Moragas, Toni ^{[1
]}

Churcher, Ian ^{[2
]}

Lewis, William ^{[1
]}

Stockman, Robert A. ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

[2] GlaxoSmithKline, Stevenage 2SG1 2NY, Herts, England

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 24期

基金：

英国工程与自然科学研究理事会;

关键词：

N-SULFINYL IMINES; DIASTEREOSELECTIVE SYNTHESIS; 2-CARBOXYLATE ESTERS; AMINES; EPOXIDES;

D O I：

10.1021/ol502967x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The aza-Darzens reaction of substituted 2-bromoesters with chiral tert-butane- and mesitylsulfinimines provides a rapid access to a range of highly substituted aziridines in good yields and excellent levels of stereoselectivity. The synthetic potential of this protocol is further enhanced by the successful removal of the sulfinyl motif, yielding simple access to chiral NH aziridines in just three steps from commercial aldehyde precursors.

引用

页码：6290 / 6293

页数：4

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