Nickel-Catalyzed anti-Selective Alkyne Functionalization Reactions

Sydney E. Bottcher; Lauren E. Hutchinson; Dale J. Wilger

doi:10.1055/s-0040-1707885

Synthesis, Table of Contents

Synthesis 2020; 52(19): 2807-2820
DOI: 10.1055/s-0040-1707885

short review

Nickel-Catalyzed anti-Selective Alkyne Functionalization Reactions

Authors

Sydney E. Bottcher
Lauren E. Hutchinson
Dale J. Wilger ∗

Samford University, Department of Chemistry and Biochemistry, 800 Lakeshore Dr., Birmingham, AL 35229, USA Email: dwilger@samford.edu

Abstract

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Abstract

Nickel-catalyzed anti-selective alkyne functionalization reactions are reviewed with an emphasis on the mechanisms that lead to their observed stereoselectivity. Since the isomerization of alkenylnickel species plays a key role in a large number of these reactions, the potential mechanisms for these processes are also described in detail.

1 Introduction

2 anti-Selective Hydroarylation

3 anti-Selective Carboborylation

4 anti-Selective Dicarbofunctionalization

4.1 Carbocyanative Cyclization

4.2 Cyclization with Aryl Donors

4.3 Cyclization with CO₂

4.4 Intermolecular Dicarbofunctionalization

5 anti-Selective Carbosulfonylation

6 Alkenylnickel Isomerization

7 Conclusions

Key words

alkyne difunctionalization - Ni-catalyzed - cross-coupling - anti-selective - mechanistic studies - alkenylnickel

Full Text

References

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