Tetrahedron letters

Synthesis of (+)-(1S, 2R) and (−)-(1R, 2S)-2-aminocyclobutane-1-carboxylic acids

C Gauzy, E Pereira, S Faure, DJ Aitken

Index: Gauzy, Christine; Pereira, Elisabeth; Faure, Sophie; Aitken, David J. Tetrahedron Letters, 2004 , vol. 45, # 38 p. 7095 - 7097

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Citation Number: 34

Abstract

(+)-(1S, 2R) and (−)-(1R, 2S)-2-aminocyclobutane-1-carboxylic acids have been prepared in> 97% ee and in 33% and 20% overall yields starting from a single, chiral, bicyclic compound perceived as a chiral uracil equivalent. Construction of the cyclobutane ring is achieved via a [2+ 2] photocycloaddition reaction of this chiral precursor with ethylene.