A NEW ORGANOSILICON REAGENT FOR ONE-POT CONVERSION OF ALDEHYDES INTO TRIENALS

被引:8
作者
BELLASSOUED, M
REBOUL, E
SALEMKOUR, M
机构
[1] Laboratoire de Synthèse Organométallique associé au CNRS, Université Pierre et Marie Curie, 75252 Paris Cedex 05
关键词
D O I
10.1080/00397919508015458
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 6-trimethylsilyle N-tert-butyl sorbaldimine was easily prepared from sorbaldimine throught deprotonation with LDA in THF at-60 degrees C and subsequent trapping of the organo lithium intermediate by trimethylsilylchloride. The condensation of this new organosilicon reagent with several aldehydes, in the presence of catalytic CsF in DMSO at 100 degrees C leads directly, after the hydrolysis of the imine function, to the expected trienals in good yields and with excellent E selectivity.
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页码:3097 / 3108
页数:12
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