Abstract
A highly enantioselective Cu(II)-catalyzed borylative reaction of β-trifluoromethyl β,β-disubstituted enones was developed, which provide a facile access to a variety of chiral alkylboronic esters with a quaternary stereocenter including both a trifluoromethyl group and a boron group. Meanwhile, CF3-contained tertiary alcohol derivatives were obtained in high yield with the maintained ee value via one-pot methodology. The reactions proceed smoothly under mild reaction conditions, providing expedient access to construct chiral alkylboronic esters in well-functional group tolerances, good yields, diversity conversion, and high enantioselectivities. The appropriate SDE test via achiral chromatography illustrated that the results presented here were reliable.
| Original language | English |
|---|---|
| Pages (from-to) | 8318-8323 |
| Number of pages | 6 |
| Journal | ACS Catalysis |
| Volume | 8 |
| Issue number | 9 |
| DOIs | |
| State | Published - 7 Sep 2018 |
Keywords
- CF-quaternary stereocenter
- asymmetric copper catalysis
- boration
- conjugate addition
- enones