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Literature DB >> 29512387

Asymmetric Organocatalytic Sulfa-Michael Addition to Enone Diesters.

Jennifer L Fulton¹, Matthew A Horwitz¹, Ericka L Bruske¹, Jeffrey S Johnson¹.

Abstract

An asymmetric sulfa-Michael addition of alkyl thiols to enone diesters is reported. The reaction is catalyzed by a bifunctional triaryliminophosphorane-thiourea organocatalyst and provides a range of α-sulfaketones in high yields and enantioselectivities. Leveraging the gem-diester functional handle via a subsequent diastereotopic group discrimination generates functionalized lactones with three contiguous stereocenters.

Entities: Chemical Disease Gene

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Year: 2018 PMID： 29512387 PMCID： PMC5856655 DOI： 10.1021/acs.joc.8b00007

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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