Binaphthyl-based bifunctional organocatalyst-promoted enantioselective Morita-Baylis-Hillman reactions

ORGN 77

Jian Wang, Hao Li, Liansuo Zu, and Wei Wang, wwang@unm.edu. Department of Chemistry, University of New Mexico, MSC03 2060, Albuquerque, NM 87131-0001
Morita-Baylis-Hillman (MBH) reaction, which involves forming new C-C bonds and generating highly functionalized chiral allylic alcohols, has received considerable interest in organic synthesis. Therefore, not surprisingly, a considerable amount of effort has been devoted to the development of catalytic, enantioselective versions of the processes. However, discovering catalytic systems for asymmetric MBH reactions has proven to be a synthetic challenge, and to date, a very limited number of successful chiral catalysts have been demonstrated for this process. Recently, we have identified a novel binaphthyl-derived amine thiourea bifunctional organocatalyst for catalyzing asymmetric version of the process with achieving up to 94% ee.