Download PDF
Synfacts 2007(9): 0973-0973  
DOI: 10.1055/s-2007-968823
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Cu(I)-Mediated Carbometallation of 2,3-Allenols with Grignard Reagents

Contributor(s): Paul Knochel, Andrei Gavryushin
Z. Lu, S. Ma*
Zhejiang University, Hangzhou and Shanghai Institute of Organic Chemistry, P. R. of China
Further Information

Publication History

Publication Date:
23 August 2007 (online)

    Permissions and Reprints

Significance

Allylic alcohols are quite useful intermediates in modern organic chemistry, and their stereoselective synthesis is a highly important task. The herein reported stereoselective carbometallation of allenols has advantages over the formerly developed methods using propargylic alcohols in terms of generality, regio-, and stereo­selectivity. Enantiopure alcohols react without epimerization. This method offers a simple and general synthetic route to di- and trisubstituted allylic alcohols and their derivatives.