Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 4, Issue 7, Pages 1336-1340Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6qo00832a
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Funding
- National Key Research and Development Program of China [2016YFA0501403]
- Special Funds for the Development of Strategic Emerging Industries in Shenzhen [JCYJ20160429191918729]
- National Natural Science Foundation of China [NSFC 21302089]
- South University of Science and Technology of China
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A regio-, diastereo-, and enantioselective [2 + 4] annulation reaction of cyclic 1-azadienes with gamma-nitro ketones is reported. In the presence of a chiral tertiary amine, the annulation reaction proceeded smoothly to furnish polysubstituted cyclohexanes in 43-95% yields with 80-98% ee via 3,4-addition. Notably, four consecutive stereocenters including one tetrasubstituted carbon stereocentre could be constructed in one-pot via this methodology.
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