Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 18, Pages 11191-11203Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b01777
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Funding
- Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan (JSPS KAKENHI) [JP26410121]
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This study aims to develop a highly enantioselective Michael reaction of cyclic beta-ketoesters with Morita-Baylis-Hillman (MBH) derivatives using a phase-transfer catalyst. Cyclic beta-ketoesters reacted with MBH derivatives to stereoselectively generate a quaternary carbon center in the presence of cinchona alkaloid-derived bulky ammonium catalyst, and aqueous KOH and Michael adducts bearing an acrylate moiety were obtained in good chemical yields with good enantioselectivity.
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