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Study On Asymmetric Oxo-Michael/Mannich Domino Reaction Catalyzed By Organocatalysts

Posted on:2012-04-26Degree:MasterType:Thesis
Country:ChinaCandidate:J ChenFull Text:PDF
GTID:2131330335456987Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
In this thesis, a series of novel multi-functional catalysts have been designed and synthesized, and their synthetic methodologies have also been studied. These multi-functional organocatalysts were further applied to catalyze the asymmetric oxo/Michael-Mannich domino reaction of salicyl N-tosylimine withβ-nitrostyrene. It was found that the multifunctional catalyst 4b could give good reactivity and enantioselectivity. The influences of reaction solvent, temperature, catalyst loading and etc on the reactivity and selectivity have been systematically investigated and the results have demonstrated that good yield (>85%), enantioselectivity (87% e.e.) and high diastereoselectivity (99:1 d.r.) were achieved when the reaction proceeded in 1,2 dichloroethane at-40℃with 10 mol% catalyst 4b.
Keywords/Search Tags:organocatalysis, multifunctional catalyst, Asymmetric oxo/Michael-Mannich domino reaction
PDF Full Text Request
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