Metal- and Acid-Free Methyl Triflate Catalyzed Meyer-Schuster Rearrangement | |
Zeng, QL; Yang, L; Zeng, QL (reprint author), Chengdu Univ Technol, Coll Mat Chem & Chem Engn, State Key Lab Geohazard Prevent & Geoenvironm Pro, 1 Dongsanlu, Chengdu 610059, Sichuan, Peoples R China. | |
刊名 | SYNTHESIS-STUTTGART |
2017 | |
卷号 | 49期号:14页码:3149-3156 |
关键词 | Meyer-schuster Rearrangement Methyl Triflate Propargyl Alcohols Metal-free Alpha Acid-free Beta-unsaturated Carbonyl Compounds |
DOI | 10.1055/s-0036-1588800 |
产权排序 | 1 |
文献子类 | Article |
英文摘要 | A novel metal-and acid-free preparation of synthetically useful alpha,beta-unsaturated carbonyl compounds from propargyl alcohols has been realized. This Meyer-Schuster rearrangement process is effectively catalyzed by methyl triflate (20 mol%) to prepare a broad scope of conjugated E-enals and E-enones generally in good to excellent yields (up to 90%). This reaction procedure operates under mild conditions (70 degrees C), in air, with short reaction times (1 h). Moreover, a carbocation intermediate trapped by the solvent 2,2,2-trifluoroethanol was isolated during this transformation. |
学科主题 | Chemistry |
语种 | 英语 |
资助机构 | National Natural Science Foundation of China (21372034); Department of Science and Technology of Sichuan Province (2016HH0074); Education Department of Sichuan Province (16ZA0084); Chengdu Science and Technology Bureau (2015-HM01-00362-SF); State Key Laboratory of Geohazard Prevention and Geoenvironment Protection Independent Research Project (SKLGP2016Z004) ; National Natural Science Foundation of China [21372034] ; National Natural Science Foundation of China (21372034); Department of Science and Technology of Sichuan Province (2016HH0074); Education Department of Sichuan Province (16ZA0084); Chengdu Science and Technology Bureau (2015-HM01-00362-SF); State Key Laboratory of Geohazard Prevention and Geoenvironment Protection Independent Research Project (SKLGP2016Z004) ; National Natural Science Foundation of China [21372034] ; Department of Science and Technology of Sichuan Province [2016HH0074] ; Department of Science and Technology of Sichuan Province [2016HH0074] ; Education Department of Sichuan Province [16ZA0084] ; Education Department of Sichuan Province [16ZA0084] ; Chengdu Science and Technology Bureau [2015-HM01-00362-SF] ; Chengdu Science and Technology Bureau [2015-HM01-00362-SF] ; State Key Laboratory of Geohazard Prevention and Geoenvironment Protection Independent Research Project [SKLGP2016Z004] ; State Key Laboratory of Geohazard Prevention and Geoenvironment Protection Independent Research Project [SKLGP2016Z004] ; National Natural Science Foundation of China (21372034); Department of Science and Technology of Sichuan Province (2016HH0074); Education Department of Sichuan Province (16ZA0084); Chengdu Science and Technology Bureau (2015-HM01-00362-SF); State Key Laboratory of Geohazard Prevention and Geoenvironment Protection Independent Research Project (SKLGP2016Z004) ; National Natural Science Foundation of China [21372034] ; National Natural Science Foundation of China (21372034); Department of Science and Technology of Sichuan Province (2016HH0074); Education Department of Sichuan Province (16ZA0084); Chengdu Science and Technology Bureau (2015-HM01-00362-SF); State Key Laboratory of Geohazard Prevention and Geoenvironment Protection Independent Research Project (SKLGP2016Z004) ; National Natural Science Foundation of China [21372034] ; Department of Science and Technology of Sichuan Province [2016HH0074] ; Department of Science and Technology of Sichuan Province [2016HH0074] ; Education Department of Sichuan Province [16ZA0084] ; Education Department of Sichuan Province [16ZA0084] ; Chengdu Science and Technology Bureau [2015-HM01-00362-SF] ; Chengdu Science and Technology Bureau [2015-HM01-00362-SF] ; State Key Laboratory of Geohazard Prevention and Geoenvironment Protection Independent Research Project [SKLGP2016Z004] ; State Key Laboratory of Geohazard Prevention and Geoenvironment Protection Independent Research Project [SKLGP2016Z004] |
内容类型 | 期刊论文 |
源URL | [http://210.75.237.14/handle/351003/29227] |
专题 | 成都生物研究所_天然产物研究 |
通讯作者 | Zeng, QL (reprint author), Chengdu Univ Technol, Coll Mat Chem & Chem Engn, State Key Lab Geohazard Prevent & Geoenvironm Pro, 1 Dongsanlu, Chengdu 610059, Sichuan, Peoples R China. |
推荐引用方式 GB/T 7714 | Zeng, QL,Yang, L,Zeng, QL . Metal- and Acid-Free Methyl Triflate Catalyzed Meyer-Schuster Rearrangement[J]. SYNTHESIS-STUTTGART,2017,49(14):3149-3156. |
APA | Zeng, QL,Yang, L,&Zeng, QL .(2017).Metal- and Acid-Free Methyl Triflate Catalyzed Meyer-Schuster Rearrangement.SYNTHESIS-STUTTGART,49(14),3149-3156. |
MLA | Zeng, QL,et al."Metal- and Acid-Free Methyl Triflate Catalyzed Meyer-Schuster Rearrangement".SYNTHESIS-STUTTGART 49.14(2017):3149-3156. |
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