Tetrahedron letters

Facile synthesis of d-amino acids from an l-serine-derived aziridine

JM Travins, FA Etzkorn

Index: Travins, Jeremy M.; Etzkorn, Felicia A. Tetrahedron Letters, 1998 , vol. 39, # 51 p. 9389 - 9392

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Citation Number: 21

Abstract

Using the concept that l-serine can be converted into a desymmetrized γ-diol derivative, five d-amino acids were synthesized from a common aziridine intermediate by a general, high- yielding three-step process. The key 2-t-butyldimethylsiloxymethyl Nt-butoxycarbonyl aziridine intermediate was synthesized in four steps and 65% overall yield.

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