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Cascade aza-Wittig/6π-Electrocyclization in the Synthesis of 1,6-Dihydropyridines. | LitMetric

Cascade aza-Wittig/6π-Electrocyclization in the Synthesis of 1,6-Dihydropyridines.

Org Lett

Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Straße 11, 44227 Dortmund, Germany.

Published: August 2021

A metal-free protocol for the synthesis of substituted 1,6-dihydropyridines with quaternary stereogenic centers via a cascade aza-Wittig/6π-electrocyclization process has been developed. The high functional group compatibility and broad scope of this method were demonstrated by using a wide range of easily available vinyliminophosphoranes and ketones, with yields up to 97%. A modification of the obtained products allowed for an increase in complexity and chemical diversity. Finally, attempts for asymmetric synthesis of 1,6-dihydropyridines are demonstrated.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8397428PMC
http://dx.doi.org/10.1021/acs.orglett.1c02099DOI Listing

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