Synthesis and Utility of 2,2-Dimethyl-2H-pyrans: Dienes for Sequential Diels–Alder/Retro-Diels–Alder Reactions | Zendy

David Tejedor | Zendy; Abián DíazDíaz | Zendy; Raquel DianaRivero | Zendy; Samuel DelgadoHernández | Zendy; Fernando GarcíaTellado | Zendy

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Synthesis and Utility of 2,2-Dimethyl-2H-pyrans: Dienes for Sequential Diels–Alder/Retro-Diels–Alder Reactions

Author(s) -

David Tejedor,

Abián DíazDíaz,

Raquel DianaRivero,

Samuel DelgadoHernández,

Fernando GarcíaTellado

Publication year - 2018

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.8b03558

Subject(s) - diels–alder reaction , chemistry , alder , organic chemistry , catalysis , botany , biology

The practical use of 2,2-dimethyl-2 H-pyrans as electron-rich dienes in sequential Diels-Alder/retro-Diels-Alder (DA/rDA) domino processes to generate aromatic platforms has been demonstrated. Different polysubstituted alkyl 2-naphthoates have been synthesized by the DA/rDA reaction of benzynes and 2,2-dimethyl-2 H-pyrans. The use of other activated alkynes allows the access of substituted alkyl benzoate derivatives.

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