An efficient synthesis of functionalised decalin via cycloaddition reaction of D-glucose based dienes and 2-methoxycarbonyl-p-benzoquinone

Paul, Soumendu ; Roy, Raja ; Suryawanshi, Shivaji N. ; Bhakuni, Dewan S. (1996) An efficient synthesis of functionalised decalin via cycloaddition reaction of D-glucose based dienes and 2-methoxycarbonyl-p-benzoquinone Tetrahedron Letters, 37 (23). pp. 4055-4058. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/004040...

Related URL: http://dx.doi.org/10.1016/0040-4039(96)00731-9

Abstract

The cycloaddition reaction of D-glucose based dienes 1 (b,c) with in-situ generated 2-methoxycarbonyl-p-benzoquinone 2 furnished cycloadducts 3 (a, b) with excellent stereo-and regiochemical control. The cyclo-adduct 3b on further transformations furnished fuctionalised decalin 7c in quantitative yield.

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