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Catalytic, enantioselective, intramolecular carbosulfenylation of olefins.


ABSTRACT: The first catalytic, enantioselective carbosulfenylation of alkenes with an aromatic nucleophile is described, using a BINAM-based selenophosphoramide catalyst. E-Alkyl- and aryl-substituted alkenes afforded tetrahydronaphthalenes with complete diastereospecificity, and generally high enantiomeric ratios.

SUBMITTER: Denmark SE 

PROVIDER: S-EPMC3675264 | biostudies-literature | 2013 May

REPOSITORIES: biostudies-literature

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Catalytic, enantioselective, intramolecular carbosulfenylation of olefins.

Denmark Scott E SE   Jaunet Alex A  

Journal of the American Chemical Society 20130419 17


The first catalytic, enantioselective carbosulfenylation of alkenes with an aromatic nucleophile is described, using a BINAM-based selenophosphoramide catalyst. E-Alkyl- and aryl-substituted alkenes afforded tetrahydronaphthalenes with complete diastereospecificity, and generally high enantiomeric ratios. ...[more]

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