Issue 16, 2022

Regio- and stereoselective copper-catalyzed α,β-protoboration of allenoates: access to Z-β,γ-unsaturated β-boryl esters

Abstract

A highly efficient regio- and stereoselective method for allenoate borylation has been developed. Using CuCl and bis(pinacolato)diboron in methanol, a variety of allenoates underwent β-boration and α-protonation to afford the corresponding Z-β,γ-unsaturated β-boryl esters under mild conditions with up to 81% yields.

Graphical abstract: Regio- and stereoselective copper-catalyzed α,β-protoboration of allenoates: access to Z-β,γ-unsaturated β-boryl esters

Supplementary files

Article information

Article type
Communication
Submitted
01 Mar 2022
Accepted
26 Mar 2022
First published
30 Mar 2022

Org. Biomol. Chem., 2022,20, 3287-3291

Author version available

Regio- and stereoselective copper-catalyzed α,β-protoboration of allenoates: access to Z-β,γ-unsaturated β-boryl esters

C. Szwetkowski, C. Slebodnick and W. L. Santos, Org. Biomol. Chem., 2022, 20, 3287 DOI: 10.1039/D2OB00423B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements