Selective synthesis of alpha,beta-unsaturated ketones by dibutyltin dimethoxide-catalyzed condensation of aldehydes with alkenyl trichloroacetates
- PMID: 15524463
- DOI: 10.1021/ol0482700
Selective synthesis of alpha,beta-unsaturated ketones by dibutyltin dimethoxide-catalyzed condensation of aldehydes with alkenyl trichloroacetates
Abstract
Various alpha,beta-unsaturated ketones were stereoselectively synthesized in high yields up to 94% by a condensation reaction between alkenyl trichloroacetates and aldehydes using dibutyltin dimethoxide as a catalyst in the presence of methanol. This process is superior to the classical Claisen-Schmidt condensation with respect to mildness of the base catalyst and product selectivity.
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