| 氰化钠和醛及苦杏仁粗酶一锅法合成手性氰醇 |
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| 引用本文： | 郑祖彪,姚璐璐,李忠洲,李新军,邹新琢.氰化钠和醛及苦杏仁粗酶一锅法合成手性氰醇[J].有机化学,2012,32(7):1284-1289. |
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| 作者姓名： | 郑祖彪 姚璐璐 李忠洲 李新军 邹新琢 |
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| 作者单位： | 华东师范大学化学系 上海200062 |
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| 摘 要： | 直接使用固体氰化钠代替易挥发的HCN为氰源,用来源于苦杏仁的(R)-醇腈酶粗酶催化和醛的反应,并加入足量的HOAc来抑制非酶促反应和手性氰醇产物的外消旋化,一锅法合成了手性氰醇.考察了酸、(R)-醇腈酶粗酶、水、氰化钠和反应温度等因素对反应的影响.大部分反应底物的产物的产率及ee值都大于95%.该方法简单、安全、低成本、高对映选择性和收率,具有很好的应用价值.
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| 关 键 词： | 氰化钠 (R)-醇腈酶 一锅法 不对称合成 醛 手性氰醇 |
Direct Use of NaCN and Aldehydes in One-Pot Asymmetric Synthesis of Cyanohydrins by Crude (R)-Oxynitrilase |
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| Zheng,Zubiao
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Yao,Lulu
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Li,Zhongzhou
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Li,Xinjun
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Zou,Xinzhuo.Direct Use of NaCN and Aldehydes in One-Pot Asymmetric Synthesis of Cyanohydrins by Crude (R)-Oxynitrilase[J].Chinese Journal of Organic Chemistry,2012,32(7):1284-1289. |
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| Authors: | Zheng Zubiao Yao Lulu Li Zhongzhou Li Xinjun Zou Xinzhuo |
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| Institution: | Zheng,Zubiao Yao,Lulu Li,Zhongzhou Li,Xinjun Zou,Xinzhuo(Department of Chemistry,East China Normal University,Shanghai 200062) |
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| Abstract: | Solid sodium cyanide(NaCN) could be directly used to substitute volatile HCN as cyanide source in the one-pot asymmetric cyanohydrination of aldehydes catalyzed by crude(R)-oxynitrilase from almond with enough acetic acid to restrain the nonenzymatic reaction and racemization of chiral cyanohydrins.The effects of acid,crude(R)-oxynitrilase,volume ratio of water phase,NaCN and reaction temperature on the reaction were investigated.The yields and enantionmeric excess of most of products are higher than 95%.The proposed method has a high application value because of its simplicity,safety,and low cost as well as excellent enantioselectivities and yields. |
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| Keywords: | NaCN (R)-oxynitrilase one-pot asymmetric synthesis aldehydes cyanohydrin |
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