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

Author:
Chen, Jiteng, Zhao, Xiaoming, Dan, Wenyan
Source:
Journal of organic chemistry 2017 v.82 no.19 pp. 10693-10698
ISSN:
1520-6904
Subject:
chemical structure, enantioselectivity, optical isomerism, organic chemistry, organic compounds
Abstract:
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.
Agid:
5826837