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- Title
Enantioselective Allylic C−H Oxidation of Terminal Olefins to Isochromans by Palladium(II)/Chiral Sulfoxide Catalysis.
- Authors
Ammann, Stephen E.; Liu, Wei; White, M. Christina
- Abstract
The enantioselective synthesis of isochroman motifs has been accomplished by palladium(II)-catalyzed allylic C−H oxidation from terminal olefin precursors. Critical to the success of this goal was the development and utilization of a novel chiral aryl sulfoxide-oxazoline (ArSOX) ligand. The allylic C−H oxidation reaction proceeds with the broadest scope and highest levels of asymmetric induction reported to date (avg. 92 % ee, 13 examples with greater than 90 % ee).
- Subjects
ENANTIOSELECTIVE catalysis; PALLADIUM; SULFOXIDES; ALKENES; ALLYLIC alkylation; ASYMMETRIC synthesis; CHIRALITY
- Publication
Angewandte Chemie, 2016, Vol 128, Issue 33, p9723
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201603576