Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 2, Pages 776-780Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201509235
Keywords
electronic effects; enantioselectivity; hydroamination; regioselectivity; unactivated internal olefins
Categories
Funding
- Office of Science, of the U.S. Department of Energy [DE-AC02-05CH11231]
- UC Berkeley Amgen Scholars Program
Ask authors/readers for more resources
We report the regioselective and enantioselective formal hydroamination of unsymmetrical internal alkenes catalyzed by a copper catalyst ligated by DTBM-SEGPHOS. The regioselectivity of the reaction is controlled by the electronic effects of ether, ester, and sulfonamide groups in the homoallylic position. The observed selectivity underscores the influence of inductive effects of remote substituents on the selectivity of catalytic processes occurring at hydrocarbyl groups, and the method provides direct access to various 1,3-aminoalcohol derivatives with high enantioselectivity.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available