Synthesis of optically active N-allyl amino compounds with defined trisubstituted double bonds

被引：11

作者：

Bösche, U ^{[1
]}

Nubbemeyer, U ^{[1
]}

机构：

[1] Free Univ Berlin, Inst Organ Chem, D-14195 Berlin, Germany

来源：

TETRAHEDRON | 1999年 / 55卷 / 22期

关键词：

D O I：

10.1016/S0040-4020(99)00345-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically active acyclic N-allylamino compounds with defined configurated trisubstituted double bonds were generated via a three step sequence. The first crucial step was a two-carbon chain elongation of chiral ol-aminoacid esters succeeding in a Claisen ester condensation with acetic acid ester enolates. The so formed beta-ketoesters were subjected to a one pot procedure of an enol trifluoromethanesulfonate generation and a consecutive palladium catalysed cross-coupling: A Stille or a Sonogashira type reaction allowed to generate selectively the trisubstituted E-olefins. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：6883 / 6904

页数：22

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