N-Boc and N-CBz ethyl oxamates:: New Gabriel reagents.

被引:9
作者
Berrée, F [1 ]
Bazureau, JP [1 ]
Michelot, G [1 ]
Le Corre, M [1 ]
机构
[1] CNRS, Organ Synth Lab, F-35042 Rennes, France
关键词
D O I
10.1080/00397919908086430
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Boc and N-CBz ethyl oxamates can be directly coupled with various halides under Gabriel conditions which afford the corresponding N-protected amines after mild deprotection with LiOH.
引用
收藏
页码:2685 / 2693
页数:9
相关论文
共 10 条
[1]  
AKIHIRO O, 1985, J HETEROCYCLIC CHEM, V22, P1173
[2]  
BERREE F, IN PRESS TETRAHEDRON
[3]   DIRECT SYNTHESIS OF N-PROTECTED CHIRAL AMINO-ACIDS FROM IMIDODICARBONATES EMPLOYING EITHER MITSUNOBU OR TRIFLATE ALKYLATION - FEASIBILITY STUDY USING LACTATE WITH PARTICULAR REFERENCE TO N-15-LABELING [J].
DEGERBECK, F ;
FRANSSON, B ;
GREHN, L ;
RAGNARSSON, U .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (02) :245-253
[4]   2-NITROBENZENESULFONAMIDES AND 4-NITROBENZENESULFONAMIDES - EXCEPTIONALLY VERSATILE MEANS FOR PREPARATION OF SECONDARY-AMINES AND PROTECTION OF AMINES [J].
FUKUYAMA, T ;
JOW, CK ;
CHEUNG, M .
TETRAHEDRON LETTERS, 1995, 36 (36) :6373-6374
[5]   GABRIEL SYNTHESIS OF PRIMARY AMINES [J].
GIBSON, MS ;
BRADSHAW, RW .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1968, 7 (12) :919-&
[6]   SYNTHESIS AND SPECTROSCOPIC PROPERTIES OF C-13- AND N-15-LABELED TERT-BUTOXYCARBONYLGLYCINES [J].
GREHN, L ;
PEHK, T ;
RAGNARSSON, U .
ACTA CHEMICA SCANDINAVICA, 1993, 47 (11) :1107-1111
[7]  
HIROJI I, 1995, J CHEM SOC CHEM COMM, V10, P1015
[8]  
Pandey G, 1996, INDIAN J CHEM B, V35, P91
[9]   NOVEL GABRIEL REAGENTS [J].
RAGNARSSON, U ;
GREHN, L .
ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (10) :285-289
[10]  
SPEZIALE AJ, 1962, J ORG CHEM, V27, P3742