Tetrahedron

Synthesis of optically active β, γ-alkynylglycine derivatives

P Meffre, L Gauzy, E Branquet, P Durand, F Le Goffic

Index: Meffre, Patrick; Gauzy, Laurence; Branquet, Eric; Durand, Philippe; Le Goffic, Francois Tetrahedron, 1996 , vol. 52, # 34 p. 11215 - 11238

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Citation Number: 48

Abstract

Full results on the first synthesis of optically active β, γ-alkynylglycine derivatives from naturally occurring L-serine are described. The methodology uses L-serinal as a key intermediate and allows great versatility in the introduction of N-protective groups and of alkyne substitution. The N-Boc protected β, γ-alkynylglycine derivatives described have ee greater than 90%.