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

作　　者：郑祖彪[1] 姚璐璐[1] 李忠洲[1] 李新军[1] 邹新琢[1] 

机构地区：[1]华东师范大学化学系,上海200062

出　　处：《有机化学》2012年第7期1284-1289,共6页Chinese Journal of Organic Chemistry

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.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.

关 键 词：氰化钠 (R)-醇腈酶 一锅法 不对称合成 醛 手性氰醇 

分 类 号：O621.3[理学—有机化学]