A FACILE DEHOMOLOGATION OF ALPHA-SUBSTITUTED ALDEHYDES TO THE CORRESPONDING KETONES

被引:11
作者
HARRIS, CE [1 ]
LEE, LY [1 ]
DORR, H [1 ]
SINGARAM, B [1 ]
机构
[1] UNIV CALIF SANTA CRUZ,DEPT CHEM & BIOCHEM,SANTA CRUZ,CA 95064
关键词
D O I
10.1016/0040-4039(95)00467-Q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A systematic study has been completed demonstrating the utility and scope of the potassium dichromate-mediated oxidative cleavage of enamines. Among the methods studied, the biphasic, chromic acid-diethyl ether conditions gave the best results and prevented over-oxidation of the carbonyl produce. This method is general for beta,beta-disubstituted enamines, such as (1E)-1-(4-morpholino)-2-phenyl-2-methyl-1-propene, and gave the corresponding dehomologated ketones in good yield in one hour at 25 degrees C.
引用
收藏
页码:2921 / 2924
页数:4
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