Sterically encumbered regioselective cycloaddition of a calixarene derived bis(spirodienone) with 1,2-benzoquinones

Varma, R. Luxmi ; Ganga, V.B. ; Suresh, E. ; Suresh, C.H. (2006) Sterically encumbered regioselective cycloaddition of a calixarene derived bis(spirodienone) with 1,2-benzoquinones Tetrahedron Letters, 47 (6). pp. 917-921. ISSN 00404039

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Official URL: http://doi.org/10.1016/j.tetlet.2005.11.151

Related URL: http://dx.doi.org/10.1016/j.tetlet.2005.11.151

Abstract

A calix[4]arene derived bis(spirodienone) acts as the 2π component in a cycloaddition reaction with two molecules of 3,5-di-tert-butyl-1,2-benzoquinone in the [2+4] manner leading to macrocycles with a benzodioxin moiety. A theoretical rationalization of the results suggested a sterically encumbered regioselective pathway, which gives sterically crowded products.

Item Type:Article
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ID Code:127592
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