Synthesis Of New Chiral Malonic Acid Type Mono(Oxazoline) Ligands And Application In Asymmetric Diels-Alder Reaction

The thesis consists of two chapters as follows:Chapter one: The development in syntheses of chiral fatty acidtype oxazoline ligands and its application in asymmetric reactionThis chapter mainly summarizes the fatty diacid classes chiral oxazoline ligandstypes, synthesis methods of research progress and application in asymmetricreactions.Chapter two: Synthesis of new chiral malonic acid typemonooxazoline ligands and their application in the asymmetricDiels-Alder reactions1. Cheap dimethyl malonate reacted with methyl iodide in the presence ofsodium hydride to generate dimethyl2,2-dimethylmalonate, which then changed into2-(methoxycarbonyl)-2-methylpropanoic acid in the presence of potassium hydroxidein CH3OH.2-(Methoxycarbonyl)-2-methylpropanoic acid reacted with sulfoxidechloride to generate methyl2-(chlorocarbonyl)-2-methylpropanoate, and then reactwith chiral amino alcohols to generate chiral amides. Chiral amides followed the ringformation reaction and reacted with Grignard reagent yielding the target productschiral malonic acid type monooxazoline ligands.2. New chiral monooxazoline ligands were applied in Diels-Alder reactions. Theresults showed that ligands were effective in D-A reaction of cyclopenta-1,3-dieneand3-acryloyloxazolidi-n-2-one to give the product in62%ee.