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

被引:57
作者
Hanselmann, R [1 ]
Zhou, JC [1 ]
Ma, P [1 ]
Confalone, PN [1 ]
机构
[1] Bristol Myers Squibb Co, Expt Stn, Wilmington, DE 19880 USA
关键词
D O I
10.1021/jo034940o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 beta-amino acid derivatives.
引用
收藏
页码:8739 / 8741
页数:3
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