Organocatalyzed regio- and enantioselective allylic trifluoromethylation of Morita-Baylis-Hillman adducts using Ruppert-Prakash reagent.

Abstract

The organocatalyzed regioselective allylic trifluoromethylation of Morita-Baylis-Hillman adducts using Ruppert-Prakash reagent was achieved in high to excellent yields via a successive S(N)2'/S(N)2' mode for the first time. The reaction was extended to the asymmetric allylic trifluoromethylation by the use of a bis-cinchona alkaloid catalyst with high enantioselectivities up to 94% ee.

DOI: 10.1021/ol201490e

Cite this paper

@article{Furukawa2011OrganocatalyzedRA, title={Organocatalyzed regio- and enantioselective allylic trifluoromethylation of Morita-Baylis-Hillman adducts using Ruppert-Prakash reagent.}, author={Tatsuya Furukawa and Takayuki Nishimine and Etsuko Tokunaga and Kimiko Hasegawa and Motoo Shiro and Norio Shibata}, journal={Organic letters}, year={2011}, volume={13 15}, pages={3972-5} }