Gold-Catalyzed Cycloisomerization of Yne-Vinylidenecyclopropanes: A Three-Carbon Synthon for [3+2] Cycloadditions
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Title
Gold-Catalyzed Cycloisomerization of Yne-Vinylidenecyclopropanes: A Three-Carbon Synthon for [3+2] Cycloadditions
Authors
Keywords
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Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 11, Pages 3198-3204
Publisher
Wiley
Online
2014-02-12
DOI
10.1002/chem.201304579
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Note: Only part of the references are listed.- Mechanistic Switch in Dual Gold Catalysis of Diynes: C(sp3)-H Activation through Bifurcation-Vinylidene versus Carbene Pathways
- (2013) Max M. Hansmann et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Cu(I)-Catalyzed Domino Reaction of 3-Cyclopropylideneprop-2-en-1-ones
- (2013) Maozhong Miao et al. JOURNAL OF ORGANIC CHEMISTRY
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- Gold-Catalyzed Synthesis of Dibenzopentalenes - Evidence for Gold Vinylidenes
- (2012) A. Stephen K. Hashmi et al. ADVANCED SYNTHESIS & CATALYSIS
- Gold in Total Synthesis: Alkynes as Carbonyl Surrogates
- (2012) William E. Brenzovich ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Gold Vinylidene Complexes: Intermolecular C(sp3)H Insertions and Cyclopropanations Pathways
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- Gold-Catalyzed Formal 1,6-Acyloxy Migration Leading to 3,4-Disubstituted Pyrrolidin-2-ones
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- (2012) Deepak B. Huple et al. CHEMICAL COMMUNICATIONS
- Transition metal-catalyzed carbocyclization of nitrogen and oxygen-tethered 1,n-enynes and diynes: synthesis of five or six-membered heterocyclic compounds
- (2012) Di-Han Zhang et al. CHEMICAL COMMUNICATIONS
- Reactions of Vinylidenecyclopropanes with Diphenyl Diselenide in the Presence of AIBN and Thermally-Induced Further Transformations
- (2012) Wei Yuan et al. CHEMISTRY-A EUROPEAN JOURNAL
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- Cyclization of 1,6-Enynes Catalyzed by Gold Nanoparticles Supported on TiO2: Significant Changes in Selectivity and Mechanism, as Compared to Homogeneous Au-Catalysis
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