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Recent Advances in Catalytic Stereocontrolled Cycloaddition with Terminal Propargylic Compounds.
- Source :
- Synthesis; 2015, Vol. 47 Issue 7, p913-923, 11p
- Publication Year :
- 2015
-
Abstract
- Terminal propargylic compounds containing an alkyne unit and an alcohol or ester group in the propargylic position have a fairly acidic acetylenic hydrogen atom; this makes them versatile substrates for further chemical transformation. Some transition metals such as ruthenium or copper exhibit specific affinity for terminal propargylic compounds, generating dielectrophilic ruthenium- or copper-allenylidene complexes that show high potential for stereoselective cycloaddition with various bis-nucleophiles. In this review, we highlight this emerging field of catalytic stereoselective cycloaddition with terminal propargylic compounds. Examples of ruthenium-, copper-, palladium-, and goldcatalyzed cycloaddition are given in the article, along with mechanistic considerations. 1 Introduction 2 Ruthenium-Allenylidene Complexes in Enantioselective Cycloaddition 3 Copper-Allenylidene Complexes in Enantioselective Cycloaddition 4 Palladium-p-Propargyl Complexes in Stereoselective Cycloaddition 5 Gold-Carbenoid Complexes in Stereoselective Cycloaddition 6 Summary and Outlook [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00397881
- Volume :
- 47
- Issue :
- 7
- Database :
- Complementary Index
- Journal :
- Synthesis
- Publication Type :
- Academic Journal
- Accession number :
- 101664158
- Full Text :
- https://doi.org/10.1055/s-0034-1379968