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结构新颖的金属双核烯丙基试剂的合成及其芳香醛烯丙基化反应

New Binuclear Allylating Reagents for Allylation of Aromatic Aldehydes

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【作者】 魏晓宁柳凌艳于磊常卫星李靖

【Author】 WEI Xiao-Ning,LIU Ling-Yan,YU Lei,CHANG Wei-Xing,LI Jing(State Key Laboratory of Elemento-organic Chemistry,Nankai University,Tianjin 300071,China)

【机构】 南开大学元素有机化学国家重点实验室南开大学元素有机化学国家重点实验室 天津300071天津300071

【摘要】 报道了一个简捷的芳香醛的烯丙基化反应的新体系.通过使用新型的金属双核烯丙基锡试剂(含有Sn—M键,M=Mn或Fe)与醛在二氯甲烷中反应,无需使用任何辅助试剂,直接得到较高产率(42%~98%)的高烯丙基醇.实验结果证明过渡金属基团及M—Sn键具有相当高的活化锡原子上的烯丙基基团的作用.

【Abstract】 A new and simple methodology was reported for the allylation of aromatic aldehydes.In this protocol,new type of binuclear allylmetal reagents(with Sn-Mn,M=Mn or Fe)reacted with aldehydes in dichloromethane,without any other additives,to form homoallylic alcohols with yields from moderate to higher yields(42%-98%).Ample examples showed us that Tin-promoted carbonyl allylation is normally effected by either Sn(CH2CHCH2)4 or Bu3Sn(CH2CHCH2).In our work,we had synthesized three new binuclear compounds,a novel type of allylating reagent containing Sn-M bond(M=Mn or Fe).And it was found that they could also be applied in the allylation of aldehydes.This system owns the virtues of operational simplicity and more moderate condition.The allyl group in these binuclear compounds has been proved to be more reactive by the co-mediation of the transition metal groups and the bond formation of the M-Sn.

【基金】 国家自然科学基金(批准号:20372033)资助
  • 【文献出处】 高等学校化学学报 ,Chemical Journal of Chinese Universities , 编辑部邮箱 ,2008年04期
  • 【分类号】O621.25
  • 【被引频次】1
  • 【下载频次】161
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