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Palladium-catalyzed Asymmetric 1,4-Addition Of Diarylphosphines To ?,?-Unsaturated Enones

Posted on:2017-02-23Degree:MasterType:Thesis
Country:ChinaCandidate:Y C SongFull Text:PDF
GTID:2311330488997271Subject:Pharmaceutical Engineering
Abstract/Summary:PDF Full Text Request
This thesis consists of three parts:a review, a text and experimental section, especially focusing on the design and synthesis of chiral phosphine compound in the text section. The design and synthesis of chiral ligands plays an increasingly important role in metal-catalyzed asymmetric synthesis. The studying in design and application of chiral phosphine ligands also gains momentum. In chapter one, the review mainly describes the development of chiral phosphine ligands and its application in asymmetric reaction in recent years.In the second chapter, chiral Pincer-Pd complex-catalyzed asymmetric 1,4-addition of diarylphosphines to ?,?-unsaturated enones is developed to synthesize novel chiral phosphine ligands in our team. Because the structure of pyridine in asymmetric synthesis has special properties, we synthesized a series of novel chiral phosphine ligands containing pyridine backbone. We studied the effect of solvents and the temperature on the yield (up to 100%) and the enantioselectivity (up to 99%), and finally established the optimal conditions:Toluene serves as solvent, just 2 mol% chiral Pincer Pd catalyst under -60%? can efficiently synthesize various chiral phosphine derivatives containing pyridine backbone in good yield with excellent enantioselectivity.
Keywords/Search Tags:Chiral phosphine ligands, Pincer-Pd catalysts, Unsaturated enones, Asymmetric 1,4-addition
PDF Full Text Request
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