奎宁；辛可宁；不对称双羟化反应_

奎宁和辛可宁衍生物的合成及其在不对称双羟化反应中的催化作用

http://www.100md.com 《第四军医大学学报》 2006年第12期

奎宁；辛可宁；不对称双羟化反应,,奎宁；辛可宁；不对称双羟化反应,0引言,1材料和方法,2结果,3讨论,【参考文献】

     【Abstract】 AIM: To synthesize 2 novel chiral ligands derived from cinchona alkaloids and study their catalytic performance in asymmetric dihydroxylation (AD) of 5 olefins. METHODS: Inexpensive quinine and cinchonine were transformed to 9NH2quinine and 9NH2cinchonine, which reacted with 4chlorobenzoyl chloride to afford 2 novel chiral ligands. The AD reactions of olefins were performed in H2OtBuOH (1∶1) using the 2 ligandsK2OSO2(OH)4 as catalysts. RESULTS: The applications of the 2 ligands in AD of 5 olefins produced 5 corresponding chiral diols, respectively in 87%-95% yields and 76%-93% enantiomeric excess. CONCLUSION: 2 novel stable chiral ligands were synthesized by simple and inexpensive methods. When they were used in catalytic AD, high yields and enantiomeric excess of the products were observed.

    【Keywords】 quinine; cinchonine; asymmetric dihydroxylation

    【摘要】目的：合成两种新的金鸡纳生物碱类衍生物配体并将其用于催化五种烯烃的不对称二羟化反应 ......

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