Diels-Alder reaction of in-situ generated p-benzoquinones with isoprenoidal dienol acetate: novel synthesis of 2-isoprenoidal naphthalene-5, 8-quinols

Rani, Archana ; Kumar, Brijesh ; Suryawanshi, Shivaji N. ; Bhakuni, Dewan S. (1996) Diels-Alder reaction of in-situ generated p-benzoquinones with isoprenoidal dienol acetate: novel synthesis of 2-isoprenoidal naphthalene-5, 8-quinols Tetrahedron Letters, 37 (44). pp. 8037-8040. 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)01819-9

Abstract

Diels-Alder reaction of citral dienol acetate 3 with in-situ generated p-benzoquinones from 4 (a-d) furnished cycloadducts 5 (a-d) in quantitative yields. Brief exposure of 5b towards activated silica gel furnished acyl migrated product 6a in quantitative yield.

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