Synthesis of highly fluorinated dipeptide building blocks

被引:16
作者
Koksch, B
Mütze, K
Osipov, SN
Golubev, AS
Burger, K
机构
[1] Univ Leipzig, Dept Organ Chem, D-04103 Leipzig, Germany
[2] Russian Acad Sci, Inst Organoelement Cpds, Moscow 117813, Russia
关键词
N-acylimines; isocyanides; 4+1]-cycloaddition; alpha-trifluoromethyl alpha-amino acid;
D O I
10.1016/S0040-4039(00)00540-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new approach to the synthesis of dipeptides containing up to three trifluoromethyl groups has been developed. The method is based on a [4+1]-cycloaddition reaction of hexafluoroacetone or methyl 3,3,3-trifluoropyruvate derived N-acylimines and alpha-amino acid isocyanides. Acidic hydrolysis of the cycloadducts gives the trifluoromethylated dipeptides in good yields. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3825 / 3828
页数:4
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