锡存在下取代的炔丙基溴与醛反应的选择性  

Selectivity of the Reaction for Substituted Propargyl Bromide with Aldehydes Promoted by Metal Tin

作　　者：陈招根[1] 周大顺[1] 周景尧[1] 吴世晖[1] 

机构地区：[1]复旦大学化学系,上海200433

出　　处：《化学学报》1997年第11期1138-1144,共7页Acta Chimica Sinica

基　　金：中国科学院上海有机化学研究所生命有机化学国家重点实验室基金资助项目

摘　　要：报道三甲基硅基和苯基取代的炔丙基溴在锡存在下与醛的反应,并讨论了反应的选择性.三甲基硅基炔丙基溴与醛的反应产率约为71～84%.产物中丙二烯醇与高炔丙基醇之比在44:56到25:75之间.苯基炔丙基溴的反应得到了产物丙二烯醇.This paper reports the reaction of trimethylsilyl propargyl bromide or phenyl propargyl bromide with aldehydes promoted by powdered tin. The selectivity and mechanism of these reactions were discussed. The yields of products for reaction of trimethylsilyl propargyl bromide are 71~84 %. The ratios of allenyl alcohol and homopropargyl alcohol are 44:56 to 25 :75, The product for reaction of phenyl propargyl bromide is allenyl alcohol and the yields are 4 4.0 ~ 66.7%.

关 键 词：三甲基硅基 炔丙基溴 苯基 醛 锡试剂 

分 类 号：O622.4[理学—有机化学] O623.225[理学—化学]