An unexpected inversion of enantioselectivity in direct asymmetric aldol reactions on a unique L-proline/gamma-Al2O3 catalyst
文献类型:期刊论文
作者 | Zhong, Lin; Xiao, Hanliang; Li, Can |
刊名 | journal of catalysis
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出版日期 | 2006-10-25 |
卷号 | 243期号:2页码:442-445 |
关键词 | asymmetric catalysis aldol reactions L-proline/gamma-Al2O3 catalyst inversion enantioselectivity |
英文摘要 | l-proline adsorbed on gamma-al2o3 unexpectedly switches the enantioselectivity of the direct asymmetric aldol reaction of acetone with p-nitrobenzaldehyde from 68% ce (r configuration for free l-proline catalyst) with 80% yield to 21% ee (s configuration) with 78% yield. the inversion of enantioselectivity was also observed in the direct asymmetric aldol reactions of acetone with several other aromatic aldehydes catalyzed by the l-proline adsorbed on gamma-al2o3. this inversion phenomenon is found to be general for different types of amino acids adsorbed on gamma-al2o3. the hydroxyl groups on gamma-al2o3 are found to be involved in the inversion induction of enantioselectivity in these direct asymmetric aldol reactions. (c) 2006 elsevier inc. all rights reserved. |
WOS标题词 | science & technology ; physical sciences ; technology |
类目[WOS] | chemistry, physical ; engineering, chemical |
研究领域[WOS] | chemistry ; engineering |
关键词[WOS] | chiral catalyst ; metal-surfaces ; amino-acids ; hydrogenation ; proline ; platinum ; alumina ; ketopantolactone ; organocatalyst ; cinchonidine |
收录类别 | SCI |
语种 | 英语 |
WOS记录号 | WOS:000241591900025 |
公开日期 | 2015-11-17 |
源URL | [http://159.226.238.44/handle/321008/140281] ![]() |
专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
作者单位 | 1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China 2.Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England |
推荐引用方式 GB/T 7714 | Zhong, Lin,Xiao, Hanliang,Li, Can. An unexpected inversion of enantioselectivity in direct asymmetric aldol reactions on a unique L-proline/gamma-Al2O3 catalyst[J]. journal of catalysis,2006,243(2):442-445. |
APA | Zhong, Lin,Xiao, Hanliang,&Li, Can.(2006).An unexpected inversion of enantioselectivity in direct asymmetric aldol reactions on a unique L-proline/gamma-Al2O3 catalyst.journal of catalysis,243(2),442-445. |
MLA | Zhong, Lin,et al."An unexpected inversion of enantioselectivity in direct asymmetric aldol reactions on a unique L-proline/gamma-Al2O3 catalyst".journal of catalysis 243.2(2006):442-445. |
入库方式: OAI收割
来源:大连化学物理研究所
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