Generating Skeletal Diversity and Complexity from Boron-Substituted 1,3-Dienes and Enophiles

François, Benjamin; Eberlin, Ludovic; Berrée, Fabienne; Whiting, Andrew; Carboni, Bertrand

doi:10.1002/ejoc.202000330

Generating Skeletal Diversity and Complexity from Boron-Substituted 1,3-Dienes and Enophiles

François, Benjamin; Eberlin, Ludovic; Berrée, Fabienne; Whiting, Andrew; Carboni, Bertrand

Authors

Benjamin François

Ludovic Eberlin

Fabienne Berrée

Professor Andrew Whiting andy.whiting@durham.ac.uk
Emeritus Professor

Bertrand Carboni

Abstract

Boron‐substituted 1,3‐dienes participate in ene reactions to afford new functionalized synthetic intermediates. After evaluating several enophiles as partners, the resulting products have been engaged in multistep sequences involving first a Diels Alder/allyboration process. A variety of skeletally diverse and complex polycyclic heterocycles were thus synthesized, such as tetrahydro‐ 1H ‐isoindole‐1,3( 2H )‐diones, eight‐membered lactones or tricyclic spiro compounds.

Citation

François, B., Eberlin, L., Berrée, F., Whiting, A., & Carboni, B. (2020). Generating Skeletal Diversity and Complexity from Boron-Substituted 1,3-Dienes and Enophiles. European Journal of Organic Chemistry, 2020(22), 3282-3293. https://doi.org/10.1002/ejoc.202000330

Journal Article Type	Article
Acceptance Date	Apr 24, 2020
Online Publication Date	May 27, 2020
Publication Date	Jun 1, 2020
Deposit Date	Apr 30, 2020
Publicly Available Date	May 27, 2021
Journal	European Journal of Organic Chemistry
Print ISSN	1434-193X
Publisher	Wiley
Peer Reviewed	Peer Reviewed
Volume	2020
Issue	22
Pages	3282-3293
DOI	https://doi.org/10.1002/ejoc.202000330

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Copyright Statement
This is the peer reviewed version of the following article:François, Benjamin, Eberlin, Ludovic, Berrée, Fabienne, Whiting, Andrew & Carboni, Bertrand (2020). Generating Skeletal Diversity and Complexity from Boron-Substituted 1,3-Dienes and Enophiles. European Journal of Organic Chemistry 2020(22): 3282-3293 which has been published in final form at https://doi.org/10.1002/ejoc.202000330. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.