Diastereoselective synthesis of fluorinated, seven-membered β-amino acid derivatives via ring-closing metathesis

被引:56
作者
Fustero, S [1 ]
Bartolomé, A [1 ]
Sanz-Cervera, JF [1 ]
Sánchez-Roselló, M [1 ]
Soler, JG [1 ]
de Arellano, CR [1 ]
Fuentes, AS [1 ]
机构
[1] Univ Valencia, Dept Quim Organ, E-46100 Burjassot, Spain
关键词
D O I
10.1021/ol034827k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Cis and trans seven-membered gamma,gamma-difluorinated beta-amino acid derivatives (III) have been prepared with a sequence that starts with imidoyl halides (I), which are condensed with suitable ester enolates to give intermediates (II). These, in turn, can be cyclized by means of a ringclosing olefin metathesis reaction and the product stereoselectively reduced to yield compounds (III) in good overall yields.
引用
收藏
页码:2523 / 2526
页数:4
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