Issue 18, 2023

Copper-catalyzed Markovnikov hydroboration of aliphatic terminal alkenes using carbonyl as a weak directing group

Abstract

Herein, we reported a copper-catalyzed carbonyl-assisted hydroboration of terminal aliphatic alkenes with Markovnikov regioselectivity, employing easily available and stable B2Pin2 as the boron source. This reaction proceeded smoothly with exclusive Markovnikov regioselectivity and provided facile access to a series of branched secondary alkyl boronic esters in moderate to excellent yields. The hydrogen source stemmed from the solvent, which was illustrated by the deuterium experiments.

Graphical abstract: Copper-catalyzed Markovnikov hydroboration of aliphatic terminal alkenes using carbonyl as a weak directing group

Supplementary files

Article information

Article type
Research Article
Submitted
29 6 2023
Accepted
03 8 2023
First published
07 8 2023

Org. Chem. Front., 2023,10, 4692-4697

Copper-catalyzed Markovnikov hydroboration of aliphatic terminal alkenes using carbonyl as a weak directing group

C. Feng, L. Tang, F. Yang and Y. Wu, Org. Chem. Front., 2023, 10, 4692 DOI: 10.1039/D3QO00988B

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