期刊
ORGANIC LETTERS
卷 22, 期 13, 页码 5170-5175出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01765
关键词
-
资金
- Japan Society for the Promotion of Science (JSPS) [JP16H06354]
A stereoselective transformation of alpha,beta-epoxyketones into alkenylphosphates having a hydroxymethyl group on the beta-carbon was established by utilizing the [1,2]-phospha-Brook rearrangement under Bronsted base catalysis. The reaction involves the catalytic generation of an a-oxygenated carbanion located at the alpha-position of an epoxide moiety through the [1,2]-phospha-Brook rearrangement and the following epoxide opening. Further transformation of the alkenylphosphates by the palladium-catalyzed cross-coupling reaction with Grignard reagents provided allylic alcohols having a stereodefined all-carbon tetrasubstituted alkene moiety.
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