Issue 28, 2023

A 1,3-boron shift reaction of homoallenylboronates to synthesise 2-boryl-1,3-dienes

Abstract

We describe a 1,3-boron shift-type reaction of homoallenylboronates at the center (sp) carbon in allenes to afford 2-boryl-1,3-dienes with a variety of substituents. Notably, this reaction occurs in situ with allenylboronates in the presence of carbamate and a small excess of sec-BuLi, and it is not necessary to isolate the unstable homoallenylboronates.

Graphical abstract: A 1,3-boron shift reaction of homoallenylboronates to synthesise 2-boryl-1,3-dienes

Supplementary files

Article information

Article type
Communication
Submitted
04 Dec 2022
Accepted
13 Mar 2023
First published
15 Mar 2023

Chem. Commun., 2023,59, 4217-4220

A 1,3-boron shift reaction of homoallenylboronates to synthesise 2-boryl-1,3-dienes

R. Sakamoto, M. Odagi, M. Yamanaka and K. Nagasawa, Chem. Commun., 2023, 59, 4217 DOI: 10.1039/D2CC06600A

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