Tetrahedron letters

Zinc mediated addition of active halides to a glycine cation equivalent: synthesis of N-Boc-L-propargylglycine

NA Abood, R Nosal

Index: Abood, Norman A.; Nosal, Roger Tetrahedron Letters, 1994 , vol. 35, # 22 p. 3669 - 3672

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Citation Number: 19

Abstract

Abstract The reaction of allylic, benzylic and propargylic halides with zinc in the presence of the glycine cation equivalent, methyl N-Boc-2-acetoxyglycine, affords Boc protected amino acid derivatives in high yield. Resolution of methyl N-Boc-propargylglycine with α- chymotrypsin affords N-Boc-L-propargylglycine in 99% ee.