Syntheses and reactions of optically active α-aminoallenylstannanes

被引:39
作者
Ranslow, PBD [1 ]
Hegedus, LS [1 ]
Rios, CDL [1 ]
机构
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
关键词
D O I
10.1021/jo0302861
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lithiation/stannylation of optically active N-propargyloxazolidinones produced optically active alpha-oxazolidinonylallenylstannanes. Reaction of these with aldehydes in the presence of BF3.OEt2 produced beta-hydroxypropargylamines with high syn diastereoselectivity and ee. These were converted to gamma-hydroxy-beta-amino acids by oxidative cleavage of the alkyne.
引用
收藏
页码:105 / 111
页数:7
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