YB(CN)3-CATALYZED REACTION OF AZIRIDINES WITH CYANOTRIMETHYLSILANE - A FACILE SYNTHESIS OF OPTICALLY PURE BETA-AMINO NITRILES

被引:74
作者
MATSUBARA, S [1 ]
KODAMA, T [1 ]
UTIMOTO, K [1 ]
机构
[1] KYOTO UNIV,FAC ENGN,DEPT IND CHEM,KYOTO 606,JAPAN
关键词
D O I
10.1016/S0040-4039(00)97069-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of a N-tosylaziridine with cyanotrimethylsilane under lanthanoid tricyanide catalysis gives a N-tosyl β-amino nitrile by selective attack of cyanide at less substituted carbon of the ring; optically pure 2-substituted aziridine affords the corresponding amino nitrile with perfect retention of the stereochemistry of stereogenic center. © 1990.
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页码:6379 / 6380
页数:2
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