Practical one-step synthesis of ethynylglycine synthon from Garner's aldehyde

被引：46
|
作者：
Meffre, P
Hermann, S
Durand, P
Reginato, G
Riu, A
机构：
[1] Ecole Natl Super Chim Paris, CNRS, UMR 7573, F-75231 Paris 05, France
[2] CNRS, ICSN, UPR 2301, F-91198 Gif Sur Yvette, France
[3] CNR, Ctr Studio Chim & Struttura Composti Eterocicl &, Dipartimento Chim Organ Ugo Schiff, I-50019 Sesto Fiorentino, Italy
来源：
TETRAHEDRON | 2002年 / 58卷 / 25期
关键词：
ethynyloxazolidine; diazo compounds; aldehydes; alkynes;
D O I：
10.1016/S0040-4020(02)00438-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple, efficient and practical synthesis of (R)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-ethynyloxazolidine (ethynylglycine synthon) is described. The method involves in situ formation of dimethyl 1-diazo-2-oxopropyl phosphonate from dimethyl 2-oxopropyl phosphonate and 4-acetamidobenzene sulfonyl azide and one-pot reaction on Garner's aldehyde. The reaction has been extended to other aminoaldehydes. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：5159 / 5162
页数：4
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