Synthesis 2009(2): 277-282  
DOI: 10.1055/s-0028-1083264
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Convenient Synthesis of Unsymmetrical Pinacols by Coupling of Structurally Similar Aromatic Aldehydes Mediated by Low-Valent Titanium

Xin-Fang Duan*, Jian-Xia Feng, Guo-Fu Zi, Zhan-Bin Zhang
Department of Chemistry, Beijing Normal University, Beijing, 100875, P. R. of China
Fax: +86(10)58802075; e-Mail: xinfangduan@vip.163.com;
Further Information

Publication History

Received 11 September 2008
Publication Date:
12 December 2008 (online)

Abstract

The one-pot, selective cross pinacol-type couplings between two structurally similar aromatic aldehydes promoted by low-valent titanium generated unsymmetrical pinacols in moderate to good isolated yields in an erythro/threo ratio of up to 91:9. This synthetic methodology significantly extends the scope of the cross pinacol-type couplings.