4.7 Article

Diasteroselective and Enantioselective Ir-Catalyzed Allylic Substitutions of 1-Substituted 1-Fluoro-1-(arenesulfonyl)methylene Derivatives

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JOURNAL OF ORGANIC CHEMISTRY
卷 82, 期 19, 页码 10693-10698

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01782

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  1. Chinese National Science Foundation (NSF) [21272175]
  2. Shanghai Science and Technology Commission [14DZ2261100]

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diasteroselective and enantioselective Ir-catalyzed allylic substitutions of 1-substituted 1-fluoro-1-(arenesulfonyl)methylene derivatives are presented, which afford the fluorinated allyl products with two chirality centers. The steric demand of 1-substituted 1-fluoro-1-(arenesulfonyl)methylene derivatives and allylic substrates has a great influence on the dr values of these reactions. The transformation of the branched allyl product into the fluorinated 3,4-dihydro-2H-pyrrole 1-oxide was discussed, as well.

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