NHC-Catalyzed/Titanium(IV)-Mediated Highly Diastereo- and Enantioselective Dimerization of Enals

作者:Cohen Daniel T; Cardinal David Benoit; Roberts John M; Sarjeant Amy A; Scheidt Karl A*
来源:Organic Letters, 2011, 13(5): 1068-1071.
DOI:10.1021/ol103112v

摘要

An NHC-catalyzed, diastereo- and enantioselective dimerization of enals has been developed. The use of Ti(Oi-Pr)(4) is a key element for the reactivity and selectivity of this process. The cyclopentenes are obtained with high levels of diastereo- and enantioselectivity and their synthetic utility is demonstrated by functionalization of the product alkene.