Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 4, Pages 1092-1096Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201609939
Keywords
asymmetric catalysis; C-H activation; chiral N,N ligand; iridium; silylation
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Funding
- MOST [2015CB856600, 2013CB228102]
- NSFC [21332001, 21431008]
- NIH [GM-11581201]
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Iridium catalysts containing dative nitrogen ligands are highly active for the borylation and silylation of C-H bonds, but chiral analogs of these catalysts for enantioselective silylation reactions have not been developed. We report a new chiral pyridinyloxazoline ligand for enantioselective, intramolecular silylation of symmetrical diarylmethoxy diethylsilanes. Regioselective and enantioselective silylation of unsymmetrical substrates was also achieved in the presence of this newly developed system. Preliminary mechanistic studies imply that C-H bond cleavage is irreversible, but not the rate-determining step.
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