A Microwave-Assisted Synthesis of (S)-N-Protected Homoserine γ-Lactones from l-Aspartic Acid

…, A Michaelides, AR Merrill, AL Schwan

Index: Singh, Suneel P.; Michaelides, Alex; Merrill, A. Rod; Schwan, Adrian L. Journal of Organic Chemistry, 2011 , vol. 76, # 16 p. 6825 - 6831

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Citation Number: 6

Abstract

A three-pot preparation of (S)-N-protected homoserine γ-lactones is presented. Conversion of N-protected l-aspartic acid to an oxazolidinone is followed by selective reduction/acid- catalyzed cyclization to deliver the lactones. Microwave irradiation proved valuable for improving the latter reaction steps in some cases.