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Synthesis of multisubstituted cycloalkenes through carbomagnesiation of strained cycloalkynes

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Abstract

An efficient synthetic method of seven- and six-membered cycloalkenes through the generation of strained cycloalkynes and following carbomagnesiation is described. Further bond formations of the resulting cycloalkenylmagnesium intermediates with a wide variety of electrophiles enabled us to prepare diverse cycloalkene derivatives including benzoxepine analogs having a fully substituted alkene structure.

Graphical abstract: Synthesis of multisubstituted cycloalkenes through carbomagnesiation of strained cycloalkynes

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Article information


Submitted
17 Apr 2020
Accepted
19 May 2020
First published
19 May 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Synthesis of multisubstituted cycloalkenes through carbomagnesiation of strained cycloalkynes

Y. Tamura, Y. Minami, Y. Nishiyama, Y. Sakata, F. Karaki, T. Hosoya and S. Yoshida, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC02788J

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