Synthesis 2023; 55(15): 2261-2272
DOI: 10.1055/s-0042-1751362
short review
Special Issue dedicated to Prof. David A. Evans

Uncatalyzed Carbometallation Involving Group 13 Elements: Carboboration and Carboalumination of Alkenes and Alkynes

Yudong Liu
,
K. A. Woerpel
We are grateful for funding from the National Institute of General Medical Sciences (R01GM129286 and R01GM118730).


This review is dedicated to the memory of Professor David A. Evans, a brilliant scientist, committed teacher, and supportive mentor.

Abstract

Carbometallations of alkenes and alkynes are powerful carbon–carbon bond-forming reactions. The use of compounds containing bonds between carbon and group 13 elements, particularly boron and aluminum, are particularly attractive because of the versatility of subsequent transformations. Uncatalyzed carboboration and carboalumination represent less common classes of reactions. This Short Review discusses uncatalyzed carboboration and carboalumination reactions of alkenes and alkynes, including the reaction design and mechanisms.

1 Introduction

2 Uncatalyzed Carboboration of Alkenes

3 Uncatalyzed Carboboration of Alkynes

4 Uncatalyzed Carboalumination of Alkenes

5 Uncatalyzed Carboalumination of Alkynes

6 Conclusion



Publication History

Received: 05 July 2022

Accepted after revision: 01 August 2022

Article published online:
12 October 2022

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