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CC BY-ND-NC 4.0 · Synthesis 2019; 51(01): 97-106
DOI: 10.1055/s-0037-1610392
DOI: 10.1055/s-0037-1610392
short review
Synthesis and Reactivity of Mixed Dimethylalkynylaluminum Reagents
A part of the work reported in this review and conducted in our lab has been finance by ANR (TRIBAL and AluMeth grants)Weitere Informationen
Publikationsverlauf
Received: 20. Oktober 2018
Accepted: 29. Oktober 2018
Publikationsdatum:
20. November 2018 (online)
Published as part of the 50 Years SYNTHESIS – Golden Anniversary Issue
Abstract
Organoaluminum derivatives are mostly appreciated for their Lewis acidity properties, but generally not considered as reagents of choice in synthetic transformations involving the creation of C–C bonds. Among these species, dimethylalkynylaluminum reagents represent a special class of compounds, with, in many cases, unique reactivity. This review summarizes the preparation and reactivity of these organometallic reagents with a focus on their synthetic potential.
1 Introduction
2 Preparation of Dimethylalkynylaluminum Reagents
3 Reactivity of Dimethylalkynylaluminum Reagents
3.1 Reactions with Csp3 Electrophiles
3.2 Reactions with Csp2 Electrophiles
4 Transition-Metal-Catalyzed Reactions
4.1 Addition to α,β-Unsaturated Enones
4.2 Coupling Reactions
5 Triple Bond Reactivity
6 Conclusion
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