Synthesis 2008(3): 469-473  
DOI: 10.1055/s-2008-1032020
PAPER
© Georg Thieme Verlag Stuttgart · New York

One-Pot Oxidative Allylation of Morita-Baylis-Hillman Adducts with ­Allyltrimethylsilane Promoted by Dess-Martin Periodinane/Boron ­Trifluoride-Diethyl Ether Complex

Jhillu S. Yadav*, B. V. Subba Reddy, Ashutosh Pratap Singh, Ashok K. Basak
Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India
e-Mail: yadavpub@iict.res.in;
Further Information

Publication History

Received 22 October 2007
Publication Date:
10 January 2008 (online)

Abstract

Morita-Baylis-Hillman adducts undergo smooth one-pot oxidative conjugate addition with allyltrimethylsilane in the presence of Dess-Martin periodinane/boron trifluoride-diethyl ether complex under mild reaction conditions to afford various homoallylated β-keto ester derivatives in good yields with high 1,4-selectivity.