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Synlett 2010(16): 2415-2420  
DOI: 10.1055/s-0030-1258556
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Rapid and Regioselective Hydrogenation of α,β-Unsaturated Ketones and Alkylidene Malonic Diesters Using Hantzsch Ester Catalyzed by Titanium Tetrachloride

Jun Che, Yulin Lam*
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543
Fax: +6567791691; e-Mail: chmlamyl@nus.edu.sg;
Further Information

Publication History

Received 2 July 2010
Publication Date:
03 September 2010 (online)

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Abstract

A regioselective hydrogenation of α,β-unsaturated ketones and alkylidene malonic diesters using Hantzsch ester as the reducing agent and titanium tetrachloride as a catalyst is described. The short reaction times and mild reaction conditions are the advantages of this method.

Key words

hydrogen transfer - reduction - α,β-unsaturated ketone - alkylidene malonic diester - titanium tetrachloride

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