Synfacts 2011(12): 1353-1353  
DOI: 10.1055/s-0031-1289344
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Ti-Mediated Tandem Ethylation and Functionalization of Allylic Alcohols

Contributor(s): Paul Knochel, Andreas K. Steib
P. P. Das, I. L. Lysenko, J. K. Cha*
Wayne State University, Detroit, USA
Further Information

Publication History

Publication Date:
18 November 2011 (online)

Significance

A new stereoselective alkylation of allylic alcohols by trapping of the presumed organometallic intermediates with suitable electrophiles has been disclosed. This titanium-mediated reaction proceeds in an SN2′ manner and uses EtMgBr as alkylation reagent and ClTi(Oi-Pr)3 as scavenger for magnesium alkoxides.