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Synthesis 2016; 48(12): 1741-1768
DOI: 10.1055/s-0035-1560442
DOI: 10.1055/s-0035-1560442
review
Transition-Metal-Catalyzed C–C and C–X Bond-Forming Reactions Using Cyclopropanols
Further Information
Publication History
Received: 19 February 2016
Accepted after revision: 29 March 2016
Publication Date:
18 May 2016 (online)
Abstract
Due to their high strain, unique bonding and relative ease of ring-cleavage, and because they are readily accessible, cyclopropanols have been employed in an increasing number of transition-metal-catalyzed C–C and C–X (X = heteroatom) bond-forming reactions. We review the recent literature and organize all the methods developed along mechanistic lines.
1 Introduction and Scope
2 C–C Bond Formation via Catalytic Generation and Coupling of Cyclopropanol-Derived Homoenolates
3 C–N Bond Formation via Catalytic Generation and Coupling of Cyclopropanol-Derived Homoenolates
4 C–C Bond Formation via Stoichiometric Generation and Coupling of Cyclopropanol-Derived Homoenolates
5 Ring Expansion of Cyclopropanols to Cyclobutanones via Transition-Metal-Catalyzed Wagner–Meerwein Shift
6 Transition-Metal-Catalyzed Rearrangement of Cyclopropanols to Cyclopentenones and Cyclohexenones
7 Synthesis of Medium-Size Rings via Multicomponent Reactions Involving Cyclopropanols
8 C–C and C–X Bond Formation via Free-Radical Fragmentation of Cyclopropanols
9 Summary and Outlook
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