Synfacts 2006(3): 0268-0268  
DOI: 10.1055/s-2006-932013
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Soluble LnCl3·2LiCl for the Improved 1,2-Addition of Grignard Reagents

Contributor(s): Paul Knochel, Andrei Gavryushin
A. Krasovskiy, F. Kopp, P. Knochel*
Ludwig-Maximilians-Universität München, Germany
Further Information

Publication History

Publication Date:
21 February 2006 (online)

Significance

The reaction of Grignard reagents with carbonyl compounds to form alcohols is of enormous value for organic synthesis. However, this process very often suffers from side reactions like enolization or reduction. Use of CeCl3 allowed solving these problems to some extent, but in many cases, especially for functionalized Grignard reagents, 1,2-addition to carbonyl compounds was very difficult to perform. The introduction of soluble LnCl3·2LiCl offers an attractive solution to this problem. Practically in all cases the yields of products exceed 60%, and mostly are above 90%. The reaction mixture is homogeneous and the process successfully proceeds at temperatures above -30 °C.