通过二丁基二氯化锡催化醛与链烯基三氯乙酸酯缩合选择性合成α,β-不饱和酮。
Selective synthesis of alpha,beta-unsaturated ketones by dibutyltin dimethoxide-catalyzed condensation of aldehydes with alkenyl trichloroacetates.
作者信息
Yanagisawa Akira, Goudu Riku, Arai Takayoshi
机构信息
Department of Chemistry, Faculty of Science, Chiba University, Inage, Chiba 263-8522, Japan.
出版信息
Org Lett. 2004 Nov 11;6(23):4281-3. doi: 10.1021/ol0482700.
PMID:15524463
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.
摘要
在甲醇存在下，以二丁基二氯化锡为催化剂，通过烯基三氯乙酸酯与醛之间的缩合反应，以高达94%的高产率立体选择性地合成了各种α,β-不饱和酮。相对于经典的克莱森-施密特缩合反应，该方法在碱催化剂的温和性和产物选择性方面更具优势。
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