硼氢化钠的还原及相关机理-20100331

*,*,单击此处编辑母版标题样式,单击此处编辑母版文本样式,第二级,第三级,第四级,第五级,金属氢化物的还原及机理,-NaBH4,制作：小鱼爱大海,1,一：金属氢化物还原,反应官能团,生成官能团,LiAlH,4,NaBH,4,酮,仲醇,醛,伯醇,酯,伯醇,羧酸,伯醇,酰氯,醛,注：表示官能团能被还原；,表示官能团不能被还原或反应很慢,两种主要金属氢化物的还原特性,1,参考文献：,1,闻韧 主编 药物合成反应 北京：化学工业出版社，,2002.363,2,还原试剂（金属氢化物）的选择：,NaBH,4,结论：反应迅速，但后处理操作复杂。,3,二、文献查阅：,NaBH,4,参与的还原反应,（一）、酯的还原,1,R,1,R,2,R,3,R,4,:H,Cl,Br,F,OMe,2,Reference:1,Nubia,Boechat,Jorge Carlos,da,Costa,Jorge de Souza,Mendonca,Pedro Santos Mello de Oliveira and Marcus,Vinicius,De Souza.Tetrahedron Letters 2004,45,6021-6022;2 R.E.Ten-,Brintk,J.Org,.Chem.1987,52,418;,4,二、文献查阅：,NaBH,4,参与的还原反应,（一）、酯的还原,3,Reference:3Nubia,Boechat,Jorge Carlos,da,Costa,Jorge de Souza,Mendonca,Pedro Santos Mello de Oliveira and Marcus,Vinicius,De Souza.Tetrahedron Letters 2004,45,6021-6022;4 R.,Shundo,Y.Matsubara,K.Nishiguchi,T.Hirashima,Bull.Chem,.,Soc.Jpn,.65(1992)530;,（二）羧酸的还原,4,5,二、文献查阅：,NaBH,4,参与的反应,（二）羧酸的还原,5,6,Reference:5(a),S.Baskaran,V.Gupta,N.Chidambaram,S.,Chandrasekaran,J.,Chem.Soc,.Commun.(1989)903;(b)6,Nubia,Boechat,Jorge Carlos,da,Costa,Jorge de Souza,Mendonca,Pedro Santos Mello de Oliveira and,MarcusVinicius,De Souza.,Tetrahedron Letters 2004,45,6021-6022;,6,二、文献查阅：,NaBH,4,参与的还原反应,（三）氨基酸及其衍生物的还原,8,9,8 9(a),Nubia,Boechat,Jorge,Carlos,da,Costa,Jorge de Souza,Mendonca,Pedro Santos Mello de Oliveira and,MarcusVinicius,De Souza.Tetrahedron Letters 2004,45,6021-6022;(,b)R.P.McGeary,Tetrahedron,Lett,.,39,(1998)3319;,7,二、文献查阅：,NaBH,4,参与的还原反应,（四）氰基的还原,Reference:10 (a),Nubia,Boechat,Jorge,Carlos,da,Costa,Jorge de Souza,Mendonca,Pedro Santos Mello de Oliveira and,MarcusVinicius,De Souza.Tetrahedron Letters 2004,45,6021-6022;(b),T.Yamakawa,M Masaki,H.,Nohira,Bull.Chem.Soc.,Jpn,.,64,(1991)2730;(c),C.F.Lane,Chem.Rev.,76,(1976)773;,10,8,二、文献查阅：,NaBH,4,参与的还原反应,（五）酰氯的还原,Reference:11Nubia,Boechat,Jorge,Carlos,da,Costa,Jorge de Souza,Mendonca,Pedro Santos Mello de Oliveira and,MarcusVinicius,De Souza.Tetrahedron Letters 2004,45,6021-6022;,9,四、氢负离子还原机理,机理,1,、,机理,2,、,10,Thanks,11,