双奎宁基间苯二甲酸酯的合成及其催化烯烃不对称双羟基化反应的初步研究  

Synthesis of 1,3Bis(9Oquininyl)isophthalate and Its Preliminary Study in the Asymmetric Dihydroxylation of Olefins

作　　者：张克胜[1] 孙君坦[1] 何炳林[1] 

机构地区：[1]南开大学高分子化学研究所,吸附分离功能高分子材料国家重点试验室

出　　处：《高等学校化学学报》1999年第6期900-902,共3页Chemical Journal of Chinese Universities

基　　金：教育部博士点基金

摘　　要：１９８８年，Ｓｈａｒｐｌｅｓｓ等［１］发现金鸡纳生物碱（Ｃｉｎｃｈｏｎａａｌｋａｌｏｉｄ）的衍生物对烯烃的不对称双羟基化反应（ＡＤ）具有很高的不对称诱导活性，反应式如下：Ｒ１Ｒ２ＯｓＯ４／Ｌ＊Ｋ３Ｆｅ（ＣＮ）６／Ｋ２ＣＯ３→ＨＯ＊Ｒ１＊Ｒ２ＯＨ烯烃的...Bis(9Oquininyl)isophthalate(BQIP) was synthesized from quinine and isophthaloyl dichloride directly. High enantioselectivity and reactivity have been achieved in asymmetric dihydroxylation of transstilbene using BQIP as catalyst(optical yield: 99%), and lower enantioselectivity to styrene was obtained(optical yield: 84.3%). It can be deduced that the chiral cage in BQIP could bind transstilbene more firmly than styrene. Low reaction temperature brought about higher enantioselectivity than that of the high one.

关 键 词：双奎宁基间苯二甲醇 合成 催化反应 烯烃 不对称双羟基化 

分 类 号：O623.12[理学—有机化学] O621.34[理学—化学]