Issue 15, 2021

Construction of congested Csp3–Csp3 bonds by a formal Ni-catalyzed alkylboration

Abstract

Through the combination of a Ni-catalyzed alkene alkenylboration followed by hydrogenation, the synthesis of congested Csp3–Csp3-bonds can be achieved. Conditions have been identified that allow for the use of both alkenyl-bromides and -triflates. In addition, the hydrogenation creates another opportunity for stereocontrol, thus allowing access to multiple stereoisomers of the product. Finally, the method is demonstrated in the streamlined synthesis of a biologically relevant molecule.

Graphical abstract: Construction of congested Csp3–Csp3 bonds by a formal Ni-catalyzed alkylboration

Supplementary files

Article information

Article type
Edge Article
Submitted
14 Feb 2021
Accepted
05 Mar 2021
First published
09 Mar 2021
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2021,12, 5517-5521

Construction of congested Csp3–Csp3 bonds by a formal Ni-catalyzed alkylboration

A. K. Simlandy, S. R. Sardini and M. K. Brown, Chem. Sci., 2021, 12, 5517 DOI: 10.1039/D1SC00900A

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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