Stereoselective synthesis of vinylogous peptides
C Grison, S Genève, E Halbin, P Coutrot
Index: Grison, Claude; Geneve, Stephane; Halbin, Etienne; Coutrot, Philippe Tetrahedron, 2001 , vol. 57, # 23 p. 4903 - 4923
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Citation Number: 40
Abstract
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-Gly3] Leu-enkephalin.
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