期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 8, 页码 2514-2518出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201813953
关键词
asymmetric catalysis; C-H activation; chiral Cp ligands; rhodium; ring opening
资金
- Swiss National Science Foundation [157741]
A chiral (CpRhIII)-Rh-x catalyst system in situ generated from a (CpRhI)-Rh-x(cod) precatalyst and bis(o-toluoyl) peroxide as activating oxidant was developed for a C-H activation/ring-opening sequence between aryl ketoxime ethers and 2,3-diazabicyclo[2.2.1]hept-5-enes. This transformation provides access to densely functionalized chiral cyclopentenylamines in excellent yields and enantioselectivities of up to 97:3 er. The reported method is also well suitable for asymmetric alkenyl C-H functionalizations of alpha,beta-unsaturated oxime ethers, furnishing skipped dienes with high levels of enantiocontrol.
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