Organic letters

Synthesis of β-Cyclopropylalanines by Photolysis of Diacyl Peroxides

RP Jain, JC Vederas

Index: Jain, Rajendra P.; Vederas, John C. Organic Letters, 2003 , vol. 5, # 24 p. 4669 - 4672

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Citation Number: 24

Abstract

Photolysis at 254 nm of neat (no solvent) unsymmetrical diacyl peroxides derived from cyclopropane carboxylic acids and l-aspartic acid generates protected β- cyclopropylalanines in reasonable yields. Orthogonally protected 3-(trans-2- aminocyclopropyl) alanine (21), a key constituent of the antitumor agent belactosin A, as well as protected hypoglycin A (26), a causative agent of Jamaican vomiting sickness, is ...