Enantioselective Michael reaction of α-alkyl-β-keto esters and enones under multifunctional catalysis.
An efficient approach for the enantioselective Michael additions of β-alkyl-β-keto esters to β-substituted α,β-unsaturated ketones has been developed. The Michael products could be obtained in good to excellent yields (75-98%) with excellent diastereoselectivities (up to >99:1 dr) and enantioselectivities (up to 96% ee) and could easily be transformed into a synthetically useful hexahydrophenanthrene structure under mild conditions in good yield.
Yang
Juanjuan
J
Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China.
Li
Wenjun
W
Jin
Zhichao
Z
Liang
Xinmiao
X
Ye
Jinxing
J
D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D004952:Esters; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D010616:Phenanthrenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000475:Alkenes; D004952:Esters; D007659:Ketones; D010616:Phenanthrenes