1.Synthesis of Single-Orientation C2-Symmetric Chiral Ether2.To Explore “The Chiral Ether-TiCl4-Mg” Promoted Asymmetric Coupling of Dichloromethane and Bromoform with Ketones

• Main Authors: Cyuan-Fang He, 何權芳
• Other Authors: Tu-Hsin Yan
• Format: Others
• Language: zh-TW
• Published: 2019
• Online Access: http://ndltd.ncl.edu.tw/handle/h9j8gx

碩士 === 國立中興大學 === 化學系所 === 107 === In the first part,we wish report protocols whereby the synthesis of C2-symmetric chiral ether. There were several chiral ligand had been reported, and they all have the same C2-symmetric characteristic on their structure. Therefore we design a strategy to get the furan like structure of C2-symmetric chiral ether, followed by rearrangement and reduction reaction of D-glucosamine to get 2,5-anhydro-D-mannitol , then we can easily synthesis C2-symmetric chiral ether by functional group modification in few steps. In our second part, we wish to explore the efficacy of the Ti-Mg reagent which had been reported by our lab that cooperating with the chrial ether we synthesis in our first part. The Ti-Mg reagent is a metal-metal complex formed from TiCl4 and Mg, it’s starting by THF and could promoted Coupling of Dichloromethane and Bromoform with aldehydes and ketons then motivating methylenation or 1,2-addition. We hope that it could cause Orientation selection in the case of 1,2-addition by our chiral ether.