期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 11, 页码 3571-3574出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201814208
关键词
alkylation; asymmetric catalysis; cross-coupling; nickel; silicon
资金
- National Institutes of Health (National Institute of General Medical Sciences) [R01-GM062871, F32-GM116234]
- Dow Next Generation Educator Fund
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/pi 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 alpha-halosilanes with alkylzinc reagents with good enantioselectivity under simple and mild conditions, thereby providing access to enantioenriched organosilanes, an important class of target molecules.
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