Nickel-Catalyzed Coupling of Terminal Allenes, Aldehydes, and Silanes

Tetrahedron 62(49), 11350-11359, DOI: 10.1016/j.tet.2006.05.006

The development of a nickel-catalyzed coupling of terminal allenes, aldehydes, and silanes is described. This transformation selectively provides 1,1-disubstituted allylic alcohols, protected as a silyl ether. The choice of the reducing agent is essential for achieving selectivity in this coupling process. A trialkylphosphine (Cyp3P) and an N-heterocyclic carbene (IPr) are complementary in this reaction.