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Issue 15, 2021
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Construction of congested Csp3–Csp3 bonds by a formal Ni-catalyzed alkylboration

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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

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Article information


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

Chem. Sci., 2021,12, 5517-5521
Article type
Edge Article

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

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