Chemistry An Asian Journal 2012-06-01

Phosphine-catalyzed domino reaction for the synthesis of conjugated 2,3-dihydrofurans from allenoates and Nazarov reagents.

Peizhong Xie, Wenqing Lai, Zhishuai Geng, You Huang, Ruyu Chen

Index: Chem. Asian J. 7(7) , 1533-7, (2012)

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Abstract

A new domino reaction for Nazarov reagents: An efficient approach was developed for the construction of highly functionalized conjugated 2,3-dihydrofuran skeletons. Nazarov reagents were used for the first time in a phosphine-catalyzed domino reaction and successfully used to construct five-membered ring compounds using alcohol as the solvent. DFT calculations indicate that alcohol is essential for the catalysis of the [1,2]-proton transfer.Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.