We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Achiral Pyridine Ligand-Enabled Enantioselective Radical Oxytrifluoromethylation of Alkenes with Alcohols.
- Authors
Cheng, Yong‐Feng; Dong, Xiao‐Yang; Gu, Qiang‐Shuai; Yu, Zhang‐Long; Liu, Xin‐Yuan
- Abstract
A conceptually novel strategy with achiral pyridine as the ancillary ligand to stabilize high-valent copper species for the first asymmetric radical oxytrifluoromethylation of alkenes with alcohols under CuI/phosphoric acid dual-catalysis has been developed. The transformation features mild reaction conditions, a remarkably broad substrate scope and excellent functional group tolerance, offering an efficient approach to a wide range of trifluoromethyl-substituted tetrahydrofurans bearing an α-tertiary stereocenter with excellent enantioselectivity. Mechanistic studies support the presumed role of the achiral pyridine as a coordinative ligand on copper metal to stabilize the key transient reaction species involved in the asymmetric induction process.
- Subjects
PYRIDINE; ALKENES; ALCOHOLS (Chemical class); PHOSPHORIC acid; ASYMMETRIC synthesis
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 30, p9009
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201702925