节点文献
氰化钠和醛及苦杏仁粗酶一锅法合成手性氰醇
Direct Use of NaCN and Aldehydes in One-Pot Asymmetric Synthesis of Cyanohydrins by Crude (R)-Oxynitrilase
【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.
【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.
【Key words】 NaCN; (R)-oxynitrilase; one-pot; asymmetric synthesis; aldehydes; cyanohydrin;
- 【文献出处】 有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2012年07期
- 【分类号】O621.3
- 【被引频次】3
- 【下载频次】210