Synlett 2015; 26(09): 1139-1144
DOI: 10.1055/s-0034-1380324
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© Georg Thieme Verlag Stuttgart · New York

Strategies towards Chemoselective Suzuki–Miyaura Cross-Coupling

James W. B. Fyfe
WestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, UK   Email: allan.watson.100@strath.ac.uk
,
Allan J. B. Watson*
WestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, UK   Email: allan.watson.100@strath.ac.uk
› Author Affiliations
Further Information

Publication History

Received: 14 January 2015

Accepted after revision: 12 February 2015

Publication Date:
12 March 2015 (online)

Abstract

Chemoselective Suzuki–Miyaura cross-coupling has emerged as a powerful method for the rapid preparation of sp2- and sp3-hybridized carbon frameworks based on control of the oxidative addition or transmetalation events. The field of chemoselective transmetalation has recently seen considerable development with several different strategies emerging including protected boronic acids, neighboring-group activation, and chemoselective speciation. Herein, these state-of-the-art approaches towards chemoselective Suzuki–Miyaura cross-coupling are highlighted.

1 Chemoselective Suzuki–Miyaura Cross-Coupling via Control of Oxidative Addition

2 Chemoselective Suzuki–Miyaura Cross-Coupling via Control of Transmetalation

3 Development and Use of BMIDA Reagents

4 Development and Use of BDAN Reagents

5 Use of Vicinal and Geminal Diboron Species in Chemoselective Cross-Coupling

6 Controlling Boron Solution Speciation

7 Summary

 
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