Stereoselective synthesis of acyclic amino alcohols via von Braun ring opening of chiral piperidines

被引:21
|
作者
McCall, W. Stephen [1 ]
Grillo, Teresa Abad [1 ]
Comins, Daniel L. [1 ]
机构
[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA
关键词
D O I
10.1021/ol801123x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Multisubstituted piperidines containing a phenyl group at C-2 can be opened regio- and stereoselectively with cyanogen bromide. The ring-opened products contain useful cyanamide and benzylic bromide functional groups. This methodology is useful for the stereoselective synthesis of uniquely substituted alkylamine derivatives containing multiple chiral centers and various functionality.
引用
收藏
页码:3255 / 3257
页数:3
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