安雪婕,李淼,秦婷,陈治明.化学通报,2021,84(3):273-278. |
3,3'-二取代联二萘酚硫脲催化合成4H-吡喃衍生物 |
Syntheses of 4H-Pyran Derivatives Catalyzed by 3,3'-Disubstituted BINOL Thiourea |
投稿时间:2020-07-21 修订日期:2020-09-02 |
DOI: |
中文关键词: 4H-吡喃衍生物 Knoevenagel-Micheal串联反应 3,3'-二取代BINOL 硫脲类催化剂 |
英文关键词:4H-pyran derivative Knoevenagel Michael series reaction 3,3'-disubstituted BINOL Thiourea catalysts |
基金项目:国家自然科学基金项目(21362006)资助 |
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中文摘要: |
合成了3种3,3'-二取代BINOL轴手性硫脲类催化剂(3a~3c),并成功地将其应用于催化不对称Knoevenagel-Micheal的串联反应。结果表明,以CH2Cl2为溶剂、3a为催化剂各种取代芳香醛与丙二腈和1,3-环己二酮在25℃下反应得到4H-吡喃衍生物,产率可达98%,对映选择性高达94%。 |
英文摘要: |
Three 3,3'-disubstituted BINOL axial chiral thiourea catalysts(3a~3c) were synthesized and successfully applied to asymmetric Knoevenagel Micheal series reaction to synthesize a series of 4H-pyran derivatives. The results showed that the reaction of various substituted aromatic aldehydes with malononitrile and 1,3-cyclohexanedione at 25℃ using CH2Cl2 as solvent and 3a as the catalyst gave 4H-pyran derivatives with a yield of 98%, enantioselectivity up to 94%. |
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