Unexpected influence and its origin in rationally tuning the electronic effect of catalysts in the asymmetric borane reduction of ketones
文献类型:期刊论文
作者 | Du, Juanjuan1; Li, Zhiyi1; Du, Da-Ming1; Xu, Jiaxi1,2 |
刊名 | JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
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出版日期 | 2008-04-02 |
卷号 | 284期号:1-2页码:40-45 |
关键词 | Asymmetric Reduction Borane Electronic Effect Enantioselectivity Ketone |
ISSN号 | 1381-1169 |
DOI | 10.1016/j.molcata.2008.01.018 |
英文摘要 | Rationally tuning the electronic effect of catalysts is one of the most important strategies to improve stereoselectivity in asymmetric catalysis. (S)-2-aryl-3,1,2-oxazaborobicyclo[3.3.0] octanes, which can be considered as electronically tuned (S)-2-phenyl-3,1,2-oxazaborobicyclo[3.3.0] octane, were prepared and evaluated in the asymmetric borane reduction of ketones. An unexpected influence of the electronic effect of catalysts on the enantioselectivity was observed and attributed to the catalyst dimerization that was further confirmed experimentally. The unsuccessful tuning is accounted for by assuming that hydride transfer in the catalytic cycle is the rate-determining step in the reduction. catalyzed by B-aryl catalysts. (C) 2008 Published by Elsevier B.V. |
语种 | 英语 |
WOS记录号 | WOS:000255189100006 |
出版者 | ELSEVIER SCIENCE BV |
源URL | [http://ir.iccas.ac.cn/handle/121111/65179] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Xu, Jiaxi |
作者单位 | 1.Peking Univ, BNLMS, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem & Mol Engn, Beijing 100871, Peoples R China 2.Beijing Univ Chem Technol, Coll Sci, Beijing 100029, Peoples R China |
推荐引用方式 GB/T 7714 | Du, Juanjuan,Li, Zhiyi,Du, Da-Ming,et al. Unexpected influence and its origin in rationally tuning the electronic effect of catalysts in the asymmetric borane reduction of ketones[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL,2008,284(1-2):40-45. |
APA | Du, Juanjuan,Li, Zhiyi,Du, Da-Ming,&Xu, Jiaxi.(2008).Unexpected influence and its origin in rationally tuning the electronic effect of catalysts in the asymmetric borane reduction of ketones.JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL,284(1-2),40-45. |
MLA | Du, Juanjuan,et al."Unexpected influence and its origin in rationally tuning the electronic effect of catalysts in the asymmetric borane reduction of ketones".JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL 284.1-2(2008):40-45. |
入库方式: OAI收割
来源:化学研究所
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