Synthesis 2018; 50(19): 3825-3832
DOI: 10.1055/s-0037-1610434
short review
© Georg Thieme Verlag Stuttgart · New York

Synergistic Bimetallic Catalysis for Carboboration of Unsaturated Hydrocarbons

Eva Rivera-Chao
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS), Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain   Email: [email protected]
,
Laura Fra
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS), Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain   Email: [email protected]
,
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS), Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain   Email: [email protected]
› Author Affiliations
Financial support from MINECO (RYC-2012-11749), Xunta de Galicia (ED431F 2016/006; GRC2014/032; Centro singular de investigación de Galicia accreditation 2016-2019, ED431G/09), and the European Union (European Regional Development Fund – ERDF) is gratefully acknowledged. M. F.-M. is grateful to MINECO for a Ramón y Cajal contract. E.R.-C. thanks Segundo Gil Dávila Foundation for a predoctoral grant.
Further Information

Publication History

Received: 27 April 2018

Accepted after revision: 27 May 2018

Publication Date:
09 July 2018 (online)


Abstract

Synergistic bimetallic catalysis has become a very efficient tool for the selective carboboration of unsaturated hydrocarbons. This synthetic approach is based on the use of a catalytically generated boron-substituted organocopper nucleophile in a cross-coupling reaction catalyzed by a second transition metal. This way, hydrocarbons can be used as pro-nucleophiles in this type of transformations thus rendering a clean and operationally simple alternative to the traditional cross-coupling methodologies. This review provides a summary of the developments on this topic and discusses both the synthetic utility and mechanisms of these reactions.

1 Introduction

2 Carboboration of Alkenes via Synergistic Catalysis

3 Carboboration of 1,3-Dienes via Synergistic Catalysis

4 Carboboration of Alkynes via Synergistic Catalysis

5 Conclusions

 
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