Direct organocatalytic Wittig/Hetero-Diels-Alder reactions in one-pot: synthesis of highly-substituted tetrahydropyranones

Muthyala, Ramaiah ; Ramachary, Dhevalapally B. ; Mondal, Rumpa ; Jain, Sangeeta (2015) Direct organocatalytic Wittig/Hetero-Diels-Alder reactions in one-pot: synthesis of highly-substituted tetrahydropyranones Arkivoc, 2016 (2). pp. 98-115. ISSN 1551-7012

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Official URL: http://doi.org/10.3998/ark.5550190.p009.252

Related URL: http://dx.doi.org/10.3998/ark.5550190.p009.252

Abstract

A practical and environmentally friendly organocatalytic one-pot strategy designed to furnish the hetero-Diels-Alder products was shown to be effective in the preparation of disubstituted tetrahydropyranones in a highly selective manner. (S)-1-(2-pyrrolidinylmethyl)pyrrolidine catalyzed an asymmetric assembly reaction involving a hetero-Diels-Alder reaction between alkylidene- and arylidene-acetones generated in situ from Wittig reactions with diethyl ketomalonate to furnish the substituted tetrahydropyranones in moderate to very good yields with moderate enantioselectivity

Item Type:Article
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ID Code:120651
Deposited On:03 Jul 2021 06:18
Last Modified:03 Jul 2021 06:18

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