One-pot synthesis of 2-aryl-3-alkoxycarbonyl chromones through a cascade Lewis acid-catalyzed aldehyde olefination/oxa-Michael addition/oxidation
2-Aryl-3-alkoxycarbonyl chromones were effectively constructed from aryl aldehydes and 3-(2-(methoxymethoxy) phenyl)propiolates via a cascade Lewis acid catalyzed phenol ether deprotection/aldehyde olefination/intramolecular oxa-Michael addition reaction, and a sequential oxidation. This four-step reaction could be conducted in one-pot with high atom efficiency.
Asymmetrie synthesis of fluorinated flavanone derivatives by an organocatalytic tandem intramolecular oxa-michael Addition/electrophilic fluorination reaction by using bifunctional cinchona alkaloids
"Chemical Equation Presented" A bifunetional quinidine derivative, containing a trifluoromethyl group, was found to catalyze a tandem intramolecular oxa-Michael addition/electrophilic fluorination reaction of acti-vated α,β-unsaturated ketones (see scheme). A series of chiral fluorinated flavanone derivatives were obtained in excellent yields and with high enantioselectivities.
Wang, Hai-Feng,Cui, Hai-Feng,Chai, Zhuo,Li, Peng,Zheng, Chang-Wu,Yang, Ying-Quan,Zhao, Gang
supporting information; experimental part
p. 13299-13303+13273
(2010/06/17)
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