Résumé
A
trans or
cis ethenyl group has been inserted between the α-carbon and the carboxyl group of α-aminoacids by Horner stereoselective olefination of α-aminoaldehydes. Numerous pure
cis and
trans vinylogous α-aminoacids have been obtained thus and coupled with aminopartners by classical methods. The versatility of the method was illustrated by the preparation of a [
trans vinylogous-Gly
3]Leu-enkephalin.
Numerous pure
cis and
trans vinylogous aminoacids have been obtained by Horner steroselective olefination of amino aldehydes and inserted into peptides.