期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 1, 页码 247-251出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202010484
关键词
asymmetric catalysis; copper; dehydrogenative coupling; dynamic kinetic resolution; silicon
资金
- Deutsche Forschungsgemeinschaft [Oe 249/14-1]
- Fonds der Chemischen Industrie
- Projekt DEAL
A novel approach for the dynamic kinetic resolution of benzylic alcohols was reported, achieving enantioselective silylation of racemic alcohol mixtures in high yields by merging different catalytic processes.
A nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition-metal-catalyzed alcohol racemization and enantioselective Cu-H-catalyzed dehydrogenative Si-O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often-used ruthenium half-sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.
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