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Cross-dehydrogenative coupling enables enantioselective access to CF3-substituted all-carbon quaternary stereocenters† † Electronic supplementary information (ESI) available. See DOI: 10.1039/c9sc05894j

ABSTRACT: A cross-dehydrogenative coupling strategy for enantioselective access to acyclic CF3-substituted all-carbon quaternary stereocenters has been established. By using catalytic DDQ with MnO2 as an inexpensive terminal oxidant, asymmetric cross coupling of racemic δ-CF3-substituted phenols with indoles proceeded smoothly, providing CF3-bearing all-carbon quaternary stereocenters with excellent chemo- and enantioselectivities. The generality of the strategy is further demonstrated by efficient construction of all-carbon quaternary stereocenters bearing other polyfluoroalkyl and perfluoroalkyl groups such as CF2Cl, C2F5, and C3F7. A cross-dehydrogenative coupling (CDC) strategy for enantioselective access to acyclic CF3-substituted all-carbon quaternary stereocenters has been established.

SUBMITTER: Pan X

PROVIDER: S-EPMC8157275 | biostudies-literature |

REPOSITORIES: biostudies-literature

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