| Asymmetric Total Synthesis of Fusarentin 6-Methyl Ether and Its Biomimetic Transformation into Fusarentin 6,7-Dimethyl Ether, 7-O-Demethylmonocerin, and (+)-Monocerin | |
| Department | OSSO国家重点实验室 |
| Fang WB(方文博)1; Xie XG(谢新刚)1; Zhao CG(赵常贵)1; Jing P(靖鹏)1; Li HL(李辉林)1; Wang, Zhengshen1; Gu, Jixiang1; She XG(厍学功)1,2; She XG(厍学功) | |
| 2013 | |
| Source Publication | Journal of Organic Chemistry
 |
| ISSN | 0022-3263 |
| Volume | 78Issue:12Pages:6338-6343 |
| Abstract | A concise asymmetric total synthesis of a fiisarentin ether (1) with sequential biomimetic transformation to its analogues fusarentin 6,7-dimethyl ether (2), 7-O-demethylmonocerin (3), and (+)-monocerin (4) has been accomplished. The cis-fused furobenzopyranones of 7-O-demethylmonocerin (3) and (+)-monocerin (4) were efficiently constructed via an intramolecular nucleophilic trapping of a quinonemethide intermediate, which was obtained by benzylic oxidation of fusarentin 6-methyl ether (1) using hypeivalent iodine reagent. |
| Subject Area | 物理化学与绿色催化 |
| DOI | 10.1021/jo400760q |
| Funding Organization | the NSFC (21125207;21102062;21072086);the MOST (2010CB833203);PCSIRT (IRT1138);the FRFCU (lzujbky-2013-49;lzujbky-2013-ct02);Program 111 |
| Indexed By | SCI |
| If | 4.638 |
| Language | 英语 |
| compositor | 第二作者单位 |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.licp.cn/handle/362003/4977 |
| Collection | 羰基合成与选择氧化国家重点实验室（OSSO） |
| Corresponding Author | She XG(厍学功) |
| Affiliation | 1.Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China 2.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Gansu, Peoples R China |
| Recommended Citation GB/T 7714 | Fang WB,Xie XG,Zhao CG,et al. Asymmetric Total Synthesis of Fusarentin 6-Methyl Ether and Its Biomimetic Transformation into Fusarentin 6,7-Dimethyl Ether, 7-O-Demethylmonocerin, and (+)-Monocerin[J]. Journal of Organic Chemistry,2013,78(12):6338-6343. |
| APA | Fang WB.,Xie XG.,Zhao CG.,Jing P.,Li HL.,...&厍学功.(2013).Asymmetric Total Synthesis of Fusarentin 6-Methyl Ether and Its Biomimetic Transformation into Fusarentin 6,7-Dimethyl Ether, 7-O-Demethylmonocerin, and (+)-Monocerin.Journal of Organic Chemistry,78(12),6338-6343. |
| MLA | Fang WB,et al."Asymmetric Total Synthesis of Fusarentin 6-Methyl Ether and Its Biomimetic Transformation into Fusarentin 6,7-Dimethyl Ether, 7-O-Demethylmonocerin, and (+)-Monocerin".Journal of Organic Chemistry 78.12(2013):6338-6343. |
| Files in This Item: | ||||||
| File Name/Size | DocType | Version | Access | License | ||
| J. Org. Chem., 2013,（372KB） | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | View Application Full Text | |
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