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Enantioselective synthesis of α-aminosilanes by copper-catalyzed hydroamination of vinylsilanes.


ABSTRACT: The synthesis of α-aminosilanes by a highly enantio- and regioselective copper-catalyzed hydroamination of vinylsilanes is reported. The system employs Cu-DTBM-SEGPHOS as the catalyst, diethoxymethylsilane as the stoichiometric reductant, and O-benzoylhydroxylamines as the electrophilic nitrogen source. This hydroamination reaction is compatible with differentially substituted vinylsilanes, thus providing access to amino acid mimics and other valuable chiral organosilicon compounds.

SUBMITTER: Niljianskul N 

PROVIDER: S-EPMC4384418 | biostudies-literature | 2015 Jan

REPOSITORIES: biostudies-literature