[4+2] cycloaddition of ortho-quinone methides promoted by ionic liquids: an efficient and mild protocol for the synthesis of tetrahydropyranobenzopyrans

Yadav, J. S. ; Subba Reddy, B. V. ; Sadashiv, K. ; Padmavani, B. (2004) [4+2] cycloaddition of ortho-quinone methides promoted by ionic liquids: an efficient and mild protocol for the synthesis of tetrahydropyranobenzopyrans Advanced Synthesis & Catalysis, 346 (6). pp. 607-610. ISSN 1615-4150

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/adsc.20...

Related URL: http://dx.doi.org/10.1002/adsc.200303198

Abstract

The stereoselective synthesis of trans-annelated pyrano[3,2-c]benzopyrans has been achieved by intramolecular [4+2] cycloaddition of o-benzoquinone methides that are generated in situ from o-hydroxybenzaldehydes and unsaturated alcohols using an air- and moisture-stable ionic liquid, i.e., 1-butyl-3-methylimidazolium tetrafluoroborate [bmim]BF4 under mild and neutral conditions.

Item Type:Article
Source:Copyright of this article belongs to John Wiley and Sons.
Keywords:Cycloaddition; Heterocycles; Hetero-Diels-Alder Reaction; Ionic Liquids (ILs); O-quinone Methides
ID Code:62796
Deposited On:24 Sep 2011 04:49
Last Modified:24 Sep 2011 04:49

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