Journal
ORGANIC LETTERS
Volume 17, Issue 9, Pages 2278-2281Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00972
Keywords
-
Categories
Funding
- National Institutes of Health [R01CA163287]
- University of Hawaii
- University of Hawaii Cancer Center
- Achievement Rewards for College Scientists Foundation
- McNair Student Achievement Program
Ask authors/readers for more resources
A protocol by which ketone or ester enolates and ortho-quinone methides (o-QMs) are generated in situ in a single reaction flask from silylated precursors under the action of anhydrous fluoride is reported. The reaction partners are joined to give a variety of beta-(2-hydroxyphenyl)-carbonyl compounds in 32-94% yield in a single laboratory operation. The intermediacy of o-QMs is supported by control experiments utilizing enolate precursors and conventional alkyl halides as competitive alkylating agents and the isolation of 1,5-dicarbonyl products resulting from conjugate additions that do not restore the aromatic system.
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