Issue 45, 2019

Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride

Abstract

Here we developed a highly efficient alkene hydroboration protocol, showing that various alkyl boronates can be smoothly obtained in good yields by reacting alkenes with pinacolborane (HBpin) in the presence of 5 mol% lithium diisobutyl-tert-butoxyaluminum hydride. The coordination of aluminate ions with lithium cations allowed for effective hydride transfer during hydroboration, and the obtained boronate ester was further used for C–C coupling, trifluoroboronate salt formation, and oxidation to alcohol.

Graphical abstract: Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride

Supplementary files

Article information

Article type
Paper
Submitted
23 Jun 2019
Accepted
17 Aug 2019
First published
23 Aug 2019
This article is Open Access
Creative Commons BY license

RSC Adv., 2019,9, 26483-26486

Alkene hydroboration with pinacolborane catalysed by lithium diisobutyl-tert-butoxyaluminum hydride

A. K. Jaladi, W. K. Shin and D. K. An, RSC Adv., 2019, 9, 26483 DOI: 10.1039/C9RA04699B

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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