Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 52, Pages 16660-16663Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201709926
Keywords
asymmetric reduction; chiral hydrides; diazaphospholenes; hydroboration; imines
Categories
Funding
- Dalhousie University
- Springboard Atlantic
- NSERC of Canada
- Nova Scotia Innovation and Research Scholarship
- Killam Foundation
- Nova Scotia Black and First Nations Entrance Scholarship
Ask authors/readers for more resources
The first use of diazaphospholenes as chiral catalysts has been demonstrated with enantioselective imine hydroboration. A chiral diazaphospholene prepared in a simple three-step synthesis from commercial materials has been shown to achieve the highest enantioselectivity for the hydroboration of alkyl imines with pinacolborane reported to date. Enantiomer ratios of up to 88:12 were obtained with low (2 mol%) catalyst loadings. Twenty examples of asymmetric reduction employing this main-group catalysis protocol, including the synthesis of the pharmaceuticals ent-rasagiline and fendiline, are shown.
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