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- Title
Enantioconvergent Cross‐Couplings of Alkyl Electrophiles: The Catalytic Asymmetric Synthesis of Organosilanes.
- Authors
Schwarzwalder, Gregg M.; Matier, Carson D.; Fu, Gregory C.
- Abstract
Metal‐catalyzed enantioconvergent cross‐coupling reactions of alkyl electrophiles are emerging as a powerful tool in asymmetric synthesis. To date, high enantioselectivity has been limited to couplings of electrophiles that bear a directing group or a proximal p/π orbital. Herein, we demonstrate for the first time that enantioconvergent cross‐couplings can be achieved with electrophiles that lack such features; specifically, we establish that a chiral nickel catalyst can accomplish Negishi reactions of racemic α‐halosilanes with alkylzinc reagents with good enantioselectivity under simple and mild conditions, thereby providing access to enantioenriched organosilanes, an important class of target molecules.
- Subjects
ELECTROPHILES; COUPLING reactions (Chemistry); SILANE; ASYMMETRIC synthesis; NICKEL catalysts
- Publication
Angewandte Chemie, 2019, Vol 131, Issue 11, p3609
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201814208