Synthesis of cyclic and acyclic β-amino acids via chelation-controlled 1, 3-dipolar cycloaddition

R Hanselmann, J Zhou, P Ma…

Index: Hanselmann, Roger; Zhou, Jiacheng; Ma, Philip; Confalone, Pat N. Journal of Organic Chemistry, 2003 , vol. 68, # 22 p. 8739 - 8741

Full Text: HTML

Citation Number: 66

Abstract

Isoxazolidines have been synthesized in diastereomeric excess up to 94% via a MgBr2- induced chelation-controlled 1, 3-dipolar cycloaddition reaction with N- hydroxyphenylglycinol as a chiral auxiliary. The diastereomerically pure isoxazolidines were further transformed into cyclic and acyclic β-amino acid derivatives.