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Research On The Asymmetric Transfer Hydrogenation Of 2-aroyl-1-tetralones And Bis(aroylmethyl)sulfones And Sulfides

Posted on:2012-11-22Degree:MasterType:Thesis
Country:ChinaCandidate:Y WuFull Text:PDF
GTID:2211330368992769Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
1. Asymmetric Transfer Hydrgenation of 2-Aroyl-1-tetralones via Dynamic Kinetic ResolutionThe dynamic kinetic resolution of 2-aroyl-1-tetralones was achieved via asymmetric transfer hydrogenation using (S,S)-RuCl(p-cymene)TsDPEN (TsDPEN = N-(tosyl)-1,2-diphenylethylenediamine) in formic acid/triethylamine (5:2), afforded the desired products in good yields (up to 85%) with diastereomeric ratio (up to >99:1) and high enantiomeric excesses (up to >99%).2. Investigation on the Asymmetric Transfer Hydrgenation of Bis(aroylmethyl) sulfones and SulfidesWe synthesized a series of bis(aroylmethyl)sulfones and sulfides, wich underwent symmetric reduction by using HCOOH:Et3N = 5:2 system as the hydrogen source and (S,S)-TsDPEN based Ru (II) catalyst, providing the corresponding chiral diols in good yields (up to 97%) with diastereomeric ratio (up to 99/1) and high enantiomeric excesses (>99%).
Keywords/Search Tags:dynamic kinetic resolution, asymmetric transfer hydrogenation, 2-aroyl-1-tetralone, bis(aroylmethyl)sulfone
PDF Full Text Request
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