Tetrahedron

Palladium (II)-and mercury (II)-catalyzed rearrangements of propargyl acetates

PA Caruana, AJ Frontier

Index: Caruana, Patrick A.; Frontier, Alison J. Tetrahedron, 2007 , vol. 63, # 43 p. 10646 - 10656

Full Text: HTML

Citation Number: 28

Abstract

The scope and utility of the metal-catalyzed rearrangement of propargyl acetates first reported by Rautenstrauch were expanded. Treatment of a series of appropriate acetate substrates with Pd (II)-and Hg (II)-catalysts afforded synthetically useful fused 5, 6-bicyclic-1, 4-cyclopentadienyl acetates and 2-cyclopentenones. It was found that the substituents at the terminal alkynyl and alkenyl positions of the acetate substrate had a significant impact on ...

Related Articles:

Mild conversion of propargylic alcohols to α, β-unsaturated enones in ionic liquids (ILs); a new 'metal free'life for the Rupe rearrangement

[Nandi, Ganesh C.; Rathman, Benjamin M.; Laali, Kenneth K. Tetrahedron Letters, 2013 , vol. 54, # 46 p. 6258 - 6263]

Gold??Catalyzed Oxidative Cyclizations of cis??3??En??1??ynes To Form Cyclopentenone Derivatives

[Bhunia, Sabyasachi; Ghorpade, Satish; Huple, Deepak B.; Liu, Rai-Shung Angewandte Chemie - International Edition, 2012 , vol. 51, # 12 p. 2939 - 2942]

Regioselective opening of epoxides and ethers by (trialkylsilyl) manganese pentacarbonyl complexes. A general strategy for the synthesis of spiroketal lactone and …

[DeShong, Philip; Sidler, Daniel R. Journal of Organic Chemistry, 1988 , vol. 53, # 20 p. 4892 - 4894]

More Articles...