Various cerium allenyl reagents were generated by transmetallation of allenyl Grignard compounds with CeCl3 and subsequent conversion into homopropargylic alcohols by addition to various aliphatic and aromatic aldehydes. The α-acetylenic alcohols were obtained with regioselectivities and diastereoselectivities up to 98% de in favor of the threo-diastereomers.
lanthanides - organometallic reagents - addition reactions - diastereoselectivity - regioselectivity