Tetrahedron

Stereocontrolled Synthesis of Erythro N-Protected α-Amino Epoxides and Peptidyl Epoxides.

A Albeck, R Persky

文献索引：Albeck, Amnon; Persky, Rachel Tetrahedron, 1994 , vol. 50, # 21 p. 6333 - 6346

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被引用次数: 63

摘要

N-protected α-amino epoxides of erythro configuration, derived from α-amino acids, were synthesized in a stereoselective manner. The erythro (2S, 3S) configu-ration was achieved by the synthetic sequence: amino acid→ haloketone→ halohydrin→ epoxide. A mechanistic explanation for the observed stereoselectivity is presented. This stereoselective synthetic approach was applied to the synthesis of a variety of short peptidyl epoxides, bearing a ...