Associate Professor
Supervisor of Doctorate Candidates
Supervisor of Master's Candidates
Paper Publications
Iridium-Catalyzed Highly Regioselective and Diastereoselective Allylic Etherification To Access cis-2,6-Disubstituted Dihydropyridinones
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Indexed by:Journal Article
Date of Publication:2018-10-19
Journal:JOURNAL OF ORGANIC CHEMISTRY
Included Journals:EI、SCIE、PubMed
Volume:83
Issue:20
Page Number:12822-12830
ISSN:0022-3263
Abstract:A highly regio- and diastereoselective method to access cis-2,6-disubstituted dihydropyridinones under mild conditions by an iridium-catalyzed allylic etherification is reported. cis-2,6-Disubstituted dihydropyridinones are important precursors for the de novo synthesis of the corresponding piperidine alkaloids and iminosugars. This strategy features a broad substrate scope, high yields, and excellent regio- and diastereoselectivities. A pi-allyl-Ir intermediate is involved in the mechanism. The strong A(1,3)-strain from the tosyl group may also favor the formation of cis-products in this transformation.
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