Journal
CHEMICAL COMMUNICATIONS
Volume 58, Issue 35, Pages 5367-5370Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc00294a
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This manuscript describes the first enantioselective dearomative Michael addition between alpha,beta-unsaturated aldehydes and 2-nitrobenzofurans realized under N-heterocyclic carbene activation. The reaction can efficiently form biologically important heterocycles with high yields and stereoselectivities.
In this manuscript, the first enantioselective dearomative Michael addition between alpha,beta-unsaturated aldehydes and 2-nitrobenzofurans realized under N-heterocyclic carbene activation has been described. The reaction proceeds via addition of homoenolate to Michael acceptors leading to the formation of biologically important heterocycles with high yields and stereoselectivities. Their functionalization potential has been confirmed in selected, diastereoselective transformations.
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