Designing Donor‐Acceptor Cyclopropane for the ThermalSynthesis of Carbocyclic Eight‐Membered Rings

Author:

Masson Kévin1,Dousset Maxime1,Biletskyi Bohdan1,Chentouf Sara2,Naubron Jean‐Valère2,Parrain Jean‐Luc1ORCID,Commeiras Laurent1ORCID,Nava Paola1ORCID,Chouraqui Gaëlle1ORCID

Affiliation:

1. Aix Marseille Univ, CNRS Centrale Marseille iSm2 Marseille France

2. Aix Marseille Univ, CNRS Centrale Marseille Spectropole FR1739 Marseille France

Abstract

AbstractAn access to functionalised eight‐membered carbocyclic ring compounds was developed by simply stirring an unusual vinylogous Donor‐Acceptor Cyclopropane (DAC) in boilingo‐xylene. Both experimental and computational studies were performed to explain the diastereoselectivity/regioselectivity transfer observed and to provide an overall picture of the mechanism.magnified image

Publisher

Wiley

Subject

General Chemistry

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