氰尿酰氯_____氰尿酰氯；金鸡纳碱衍生物；不对称二羟化

两种不对称二羟化反应的新型手性配体的合成及其应用

http://www.100md.com 《第四军医大学学报》 2004年第11期

氰尿酰氯,,氰尿酰氯；金鸡纳碱衍生物；不对称二羟化,0引言,1材料和方法,2结果,3讨论,【参考文献】

     Synthesis and utilization of two novel chirl liands for asymmetric dihydroxylation

    WANG QiaoFeng, SUN XiaoLi, JIN Ying, WEI LinLin, HE Wei

    Department of Chemistry, School of Basic Medicine, Fourth Military Medical University, Xi’an 710033, China

    【Abstract】 AIM: To synthesize two novel cinchona alkaloidderived ligands for asymmetric dihydroxylation (AD) of olfins and catalyze AD reactions of four olfins. METHODS: Two kinds of new bridge agents prepared from phenol, αnaphthol and cyanuryl chloride reacted with quinine in N,Ndimethylformamide (DMF) and NaH at 50℃ under N2 to yield the chiral ligands A and B. The AD reactions of olfins were performed in H2OtBuOH (1∶1) using the ligand A or BK2OsO2 (OH) 4 as catalyst. RESULTS: The applications of the two ligands A and B to AD of four olfins produced four corresponding chiral diols, respectively in 75%-85% yields and >80% ees. CONCLUSION: Higher yields and better enantiomeric excess can be obtained by catalytic asymmetric dihydroxylation of the four olfins with the two new ligandsA and B. ......

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