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Asymmetric reactions using chiral monophosphines and novel palladium-catalyzed homocoupling reaction of alkynes and its application in the synthesis of polyynes

Posted on:2003-07-08Degree:Ph.DType:Thesis
University:The Pennsylvania State UniversityCandidate:Srivastava, ManishaFull Text:PDF
GTID:2461390011983882Subject:Organic Chemistry
Abstract/Summary:
Asymmetric synthesis has emerged as the method of choice over the past few decades for organic chemists. The preparation of chiral compounds by this method has now become a powerful tool. The usage of enantiopure organic molecules as catalysts has not been investigated to a great extent. This research work describes few asymmetric reactions which were catalyzed by chiral monophosphines. The asymmetric [3+2] cycloaddition reaction of 2,3-butadienoates with electron deficient olefins and N-tosyl imines are summarized in chapter 2.;The palladium-catalyzed cross-coupling reactions are well documented but the homocoupling reactions have not yet been explored to the same extent. Chapter 3 describes a novel palladium-catalyzed homocoupling of alkynes which involves the double transmetallation of palladium enolates.;The palladium-catalyzed homocoupling reaction of alkynes has also been applied towards the synthesis of polycarbynes. The synthesis and characterization of polyynes has been investigated and described in chapter 4.
Keywords/Search Tags:Synthesis, Palladium-catalyzed homocoupling, Asymmetric, Reactions, Chiral, Alkynes
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