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水相中不同纳米金属促进的羰基化合物和巴豆基溴的丁烯基化反应
引用本文:周玉青,查正根,徐晓岚,汪志勇. 水相中不同纳米金属促进的羰基化合物和巴豆基溴的丁烯基化反应[J]. 中国科学技术大学学报, 2008, 38(6)
作者姓名:周玉青  查正根  徐晓岚  汪志勇
作者单位:中国科学技术大学化学系,安徽,合肥,230026
摘    要:应用纳米铟、铋、锡在水相中成功地促进了多种羰基化合物和巴豆基溴的丁烯基化反应,在短时间内得到了高产率的高烯丙醇.反应的活性、区域选择性、非对映选择性均受不同种类纳米金属的影响.纳米铟促进醛和不活泼的酮与巴豆基溴反应,分别得到了以anti-和syn-异构体为主的γ型产物;纳米铋主要得到以syn-异构体为主的γ型产物;而纳米锡主要得到以anti-异构体为主的γ型产物.同时对反应的机理进行了初步的探讨.

关 键 词:纳米金属促进剂  羰基化合物  丁烯基化  非对映选择性    metal nanoparticles  carbonyl compounds  crotylation  diastereoselectivity  water  水相  纳米金属  羰基化合物  巴豆  烯基化反应  water  metal nanoparticles  different  mediated  bromide  mechanism  major  exclusive  regioselectivity  diastereoselectivity  reactivity  bismuth  alcohols  good  short

Crotylation of carbonyl compounds with crotyl bromide mediated by different metal nanoparticles in water
ZHOU Yu-qing,ZHA Zheng-gen,XU Xiao-lan,WANG Zhi-yong. Crotylation of carbonyl compounds with crotyl bromide mediated by different metal nanoparticles in water[J]. Journal of University of Science and Technology of China, 2008, 38(6)
Authors:ZHOU Yu-qing  ZHA Zheng-gen  XU Xiao-lan  WANG Zhi-yong
Abstract:Indium, tin and bismuth nanoparticles successfully mediated crotylation of carbonylcompounds in water to afford the corresponding homoallylic alcohols with good to excellent yieldsin a short time. The reactivity, regioselectivity and diastereoselectivity of crotylation reactioncould be adjusted by different metal nanoparticles. The crotylations promoted by indiumnanoparticles produced the exclusive γ-adducts with major anti-isomers. Tin nanoparticle-mediated crotylation afforded the major γ-adducts with dominant anti-isomers while bismuthnanoparticle-mediated crotylation produced the major γ-adducts with dominant syn-isomers. Theproposed mechanism for the crotylation was discussed.
Keywords:metal nanoparticles  carbonyl compounds  crotylation  diastereoselectivity  water
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