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Literature DB >> 19603085

Enantioselective Synthesis of Hydrobenzofuranones Using an Asymmetric Desymmetrizing Intramolecular Stetter Reaction of Cyclohexadienones.

Abstract

A series of cyclohexadienones were synthesized by dearomatization of phenols followed by Dess-Martin oxidation. Asymmetric intramolecular Stetter reactions of these substrates provide hydrobenzofuranones in good to excellent yields and excellent stereoselectivities. Up to three stereocenters as well as quaternary stereocenter are formed from polysubstituted substrates. A scale up experiment demonstrates the utility of this transformation.

Entities: Chemical

Year: 2007 PMID： 19603085 PMCID： PMC2709411 DOI： 10.1021/op600278f

Source DB: PubMed Journal: Org Process Res Dev ISSN： 1083-6160 Impact factor: 3.317

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