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

Kévin Masson,Maxime Dousset,Bohdan Biletskyi,Sara Chentouf,Jean‐Valère Naubron,Jean‐Luc Parrain,Laurent Commeiras,Paola Nava,Gaëlle Chouraqui

Advanced Synthesis & Catalysis（2023）

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摘要

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

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关键词

Donor-Acceptor Cyclopropane,Rearrangement,Eight-membered ring,Mechanistic studies

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