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- Title
Enantioselective Synthesis of α-Aminosilanes by Copper-Catalyzed Hydroamination of Vinylsilanes.
- Authors
Niljianskul, Nootaree; Shaolin Zhu; Buchwald, Stephen L.
- Abstract
The synthesis of α-aminosilanes by a highly enantioand 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.
- Subjects
CHEMICAL synthesis; SILANE compounds; ENANTIOSELECTIVE catalysis; AMINO acid derivatives; HYDROAMINATION; VINYLSILANES; COPPER catalysts; METHYLSILANE
- Publication
Angewandte Chemie, 2015, Vol 127, Issue 5, p1658
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201410326