A New Organosilicon Reagent for One-Pot Conversion of Aldehydes into Trienals
- 1 October 1995
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 25 (20) , 3097-3108
- https://doi.org/10.1080/00397919508015458
Abstract
The 6-trimethylsilyle N-tert-butyl sorbaldimine was easily prepared from sorbaldimine throught deprotonation with LDA in THF at −60°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°C leads directly, after the hydrolysis of the imine function, to the expected trienals in good yields and with excellent E selectivity.Keywords
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