Enantioselective Organocatalytic Sulfenylation of β-Naphthols.

J Org Chem

School of Chemistry & Material Science, Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education of China , Northwest University, Xi'an 710127 , China.

Published: April 2018

An enantioselective sulfenylation of β-naphthols has been developed for the first time using a newly synthesized cinchona-derived thiourea as the catalyst and N-(arylthio) succinimide (or phthalimide) as an electrophilic sulfur source. Various enantioenriched naphthalenones with an S-containing all-substituted stereocenter were prepared via a dearomatization strategy under mild reaction conditions.

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http://dx.doi.org/10.1021/acs.joc.8b00487DOI Listing

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