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

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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.

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APA

Ramachary, D. B., Mondal, R., & Jain, S. (2015). Direct organocatalytic Wittig/Hetero-Diels-Alder reactions in one-pot: Synthesis of highly-substituted tetrahydropyranones. Arkivoc, 2016(2), 98–115. https://doi.org/10.3998/ark.5550190.p009.252

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