Iodine-catalyzed 1,4-addition of 2-(trimethylsilyloxy)furan to α,β-unsaturated ketones: a facile synthesis of γ-butenolides

Yadav, J. S. ; Subba Reddy, B. V. ; Narasimhulu, G. ; Sivasankar Reddy, N. ; Janardhan Reddy, P. (2009) Iodine-catalyzed 1,4-addition of 2-(trimethylsilyloxy)furan to α,β-unsaturated ketones: a facile synthesis of γ-butenolides Tetrahedron Letters, 50 (27). pp. 3760-3762. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2009.02.128

Abstract

The α,β-unsaturated compounds undergo smooth conjugate addition with 2-(trimethylsilyloxy)furan (TMSF) in the presence of 10 mol % of iodine under mild and neutral conditions to afford the corresponding γ-substituted butenolides in high yields and with good diastereoselectivity. The use of iodine makes this procedure simple, convenient and cost effective.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:1,4-addition; Molecular Iodine; Chalcones; Silyloxyfuran; γ-lactones
ID Code:58905
Deposited On:02 Sep 2011 03:35
Last Modified:02 Sep 2011 03:35

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