SYNTHESIS OF (E)-BETA,GAMMA-UNSATURATED GAMMA-AMINO-ACIDS BY REARRANGEMENT OF ALLYTRICHLORACETIMIDATES

被引:52
作者
MEHMANDOUST, M
PETIT, Y
LARCHEVEQUE, M
机构
[1] Ecole Normale Supérieure, Laboratoire de Chimie associé au CNRS, 75231 Paris Cedex 05
关键词
D O I
10.1016/S0040-4039(00)74248-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Pure (E)-beta,gamma-unsaturated alpha-aminoacids of high enantiomerical purity were synthesized by Pd(II) catalyzed rearrangement of trichloracetimidates derived from optically pure monoprotected diallylalcohols. After cyclisation of the resulting N-trichloracetyl allylic amines into unsaturated oxazolidinones, these intermediates were transformed into N-Boc-aminoalcohols and oxidized with molecular oxygen in the presence of platinum.
引用
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页码:4313 / 4316
页数:4
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