Synthesis 2005(10): 1649-1655  
DOI: 10.1055/s-2005-865293
PAPER
© Georg Thieme Verlag Stuttgart · New York

Cadmium-Mediated Carbonyl Benzylation in Tap Water

Cunliu Zhou*a, Zhiyong Wang*b
a School of Biotechnology and Food Engineering, Hefei University of Technology, Hefei 230009, P. R. China
b Department of Chemistry, University of Science & Technology of China, Hefei 230026, P. R. China
Fax: +86(551)2900067; e-Mail: zhoucl4@ustc.edu;
Further Information

Publication History

Received 10 November 2004
Publication Date:
07 April 2005 (online)

Abstract

Zn/CdCl2 has been developed as a mediator in the benzylation of various aldehydes in tap water affording the corresponding alcohols in moderate to good yields. The addition of a catalytic amount of InCl3 increases the yield of benzylation product significantly. It can selectively mediate the benzylation of aldehydes in the presence of ketones. A mechanism involving the formation of a cation π-complex is proposed based on the experimental facts.