Journal
ORGANIC LETTERS
Volume 22, Issue 13, Pages 5170-5175Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01765
Keywords
-
Categories
Funding
- Japan Society for the Promotion of Science (JSPS) [JP16H06354]
Ask authors/readers for more resources
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.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available