Study On The Diastereoselective Aza-Diels-Alder Reaction And Intramolecular Hydroalkoxylation Catalyzed By Lanthanide Compounds

The lanthanide compounds catalyzed diastereoselective aza-Diels-Alder reaction and intramolecular hydroalkoxylation are studied in this thesis, which is composed with two parts as follows:1. Tetrahydroquinoline derivatives were diastereoselectively synthesized via lanthanide halides catalyzed domino reaction of aryl amines with dihydropyran by simply changing the catalyst and the reaction conditions. The reactions carried out with ErCl3 as catalyst at room temperature in the absence of solvent gave the cis isomers as major products in high yields while that with SmI3 as catalyst at 50oC in tetrahydrofuran gave the trans isomers as major products in moderate to good yields.2. A serial of lanthanide complexes were investigated as catalysts for developing highly efficient intramolecular hydroalkoxylation. It was found that the combination [Yb(OTf)3(2 mol%) + FeCl3(10 mol%)] and cationic lanthanide complex [Nd(CH3CN)9]3+[(AlCl4)3]3-?CH3CN are both effective for this reaction. The reaction in the presence of 5 mol% [Nd(CH3CN)9]3+[(AlCl4)3]3-?CH3CN can afford the desired product quantitatively under given conditions.