CC BY-ND-NC 4.0 · Synthesis 2019; 51(05): 1087-1099
DOI: 10.1055/s-0037-1611647
short review
Copyright with the author

Gold Vinylidenes as Useful Intermediates in Synthetic Organic Chemistry

Department of Chemistry and Biomolecular Sciences, University of Ottawa, K1N 6N5, Ottawa, Canada   Email: fgagosz@uottawa.ca
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Further Information

Publication History

Received: 02 December 2018

Accepted: 05 December 2018

Publication Date:
10 January 2019 (online)


Published as part of the 50 Years SYNTHESIS – Golden Anniversary Issue

Abstract

Gold vinylidenes have recently emerged as useful intermediates in synthetic organic chemistry. These species, which can principally be accessed by a 1,2-migration process from a gold-activated alkyne or by dual gold catalysis on a diyne substrate, can react with nucleophilic partners or by C–H insertion to produce a variety of functionalized (poly)cyclic compounds. This short review covers the synthetic approaches developed so far to access gold vinylidenes and the different reactivities these species can exhibit.

1 Introduction

2 1,2-Migration Processes

3 Dual Gold Catalysis

4 Other Processes

5 Conclusion

 
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