Journal
ORGANIC LETTERS
Volume 19, Issue 9, Pages 2322-2325Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00862
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Funding
- National Natural Science Foundation of China [21272068, 21572056]
- Program for New Century Excellent Talents in University [NCET-13-0800]
- Fundamental Research Funds for the Central Universities
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The first example of a photoexcitated amine-catalyzed process for asymmetric Michael addition of o-quinodimethanes to enones is described. In the presence of simple chiral amino acid esters, a variety of Michael adducts were generally obtained in good yields and excellent stereoselectivities. This strategy can be successfully applied to 3-substituted-2-cyclohexenones and provides an asymmetric access to all-carbon quaternary centers. Furthermore, the high stereocontrol was explained by means of density-functional theory (DFT) calculations.
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