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- Title
An Enantioselective Cp<sup>x</sup>Rh(III)‐Catalyzed C−H Functionalization/Ring‐Opening Route to Chiral Cyclopentenylamines.
- Authors
Wang, Shou‐Guo; Cramer, Nicolai
- Abstract
A chiral CpxRhIII catalyst system in situ generated from a CpxRhI(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 α,β‐unsaturated oxime ethers, furnishing skipped dienes with high levels of enantiocontrol.
- Subjects
ENANTIOSELECTIVE catalysis; RHODIUM; CHIRALITY; OXIMES; DIOLEFINS
- Publication
Angewandte Chemie, 2019, Vol 131, Issue 8, p2536
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201813953