Journal
ORGANIC LETTERS
Volume 18, Issue 6, Pages 1450-1453Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00392
Keywords
-
Categories
Funding
- National Natural Science Foundation of China [21302034, 21372058]
- Fundamental Research Funds for the Central Universities
- supporting fund for young researchers of the Hefei University of Technology
Ask authors/readers for more resources
A new approach to functionalized gamma-butenolides based on reagent-controlled tandem reaction sequences of Morita-Baylis-Hillman-type vinyl epoxides is described. The nucleophilic addition of a tertiary phosphine to the electron deficient alkene led to ring-opening of the epoxide followed by lactonization to produce phosphonium ylides, which could undergo Wittig olefination with aryl trifluoromethyl ketones and aryl aldehydes to give 3-alkenyl gamma-butenolides in moderate to good yields and high E/Z selectivity. Tertiary amine promoted the Michael-type addition of carbon- and nitrogen-based nucleophiles to the vinyl epoxides followed by lactonization to provide diverse 3-substituted gamma-butenolides.
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