Concise Stereoselective Synthesis of Oxaspirocycles with 1-Tosyl-1,2,3-triazoles: Application to the Total Syntheses of (+/-)Tuberostemospiroline and (+/-)-Stemona-lactam
文献类型：期刊论文
| 作者 | Fu, Junkai1; Shen, Hongjuan1; Chang, Yuanyuan1; Li, Chuangchuang1; Gong, Jianxian1; Yang, Zhen1,2,3 |
| 刊名 | CHEMISTRY-A EUROPEAN JOURNAL
 |
| 出版日期 | 2014-09-26 |
| 卷号 | 20期号:40页码:12881-12888 |
| 关键词 | Carbenes Oxaspirocycies Sigmatropic Rearrangement Spiro Compounds Total Synthesis |
| ISSN号 | 0947-6539 |
| DOI | 10.1002/chem.201403756 |
| 英文摘要 | A 4-substituted-1-tosyl-1,2,3-triazole-based stereoselective synthesis of structurally diverse oxaspirocycles is reported. The synthesis involves Rh-catalyzed loss of nitrogen from 4-substituted-1-tosyl-1,2,3-triazoles, Grignard reaction, and a ring-closing metathesis reaction as key steps. By employing readily available and stable 4-substituted-1-tosyl-1,2,3-triazoles as surrogates of diazo compounds and nitro- gen sources, two types of oxaspirocycles were obtained. The latter compounds, which contain adjacent nitrogen stereocenters, could serve as the core structures of many natural products. This chemistry has been successfully applied to the total syntheses of (+/-)-tuberostemospiroline and (+/-)-stemona-lactam R. |
| 语种 | 英语 |
| WOS记录号 | WOS:000342627300027 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/50293]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Yang, Zhen |
| 作者单位 | 1.Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China 2.Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Beijing 100871, Peoples R China 3.Peking Univ, BNLMS, Peking Tsinghua Ctr Life Sci, Beijing 100871, Peoples R China |
| 推荐引用方式 GB/T 7714 | Fu, Junkai,Shen, Hongjuan,Chang, Yuanyuan,et al. Concise Stereoselective Synthesis of Oxaspirocycles with 1-Tosyl-1,2,3-triazoles: Application to the Total Syntheses of (+/-)Tuberostemospiroline and (+/-)-Stemona-lactam[J]. CHEMISTRY-A EUROPEAN JOURNAL,2014,20(40):12881-12888. |
| APA | Fu, Junkai,Shen, Hongjuan,Chang, Yuanyuan,Li, Chuangchuang,Gong, Jianxian,&Yang, Zhen.(2014).Concise Stereoselective Synthesis of Oxaspirocycles with 1-Tosyl-1,2,3-triazoles: Application to the Total Syntheses of (+/-)Tuberostemospiroline and (+/-)-Stemona-lactam.CHEMISTRY-A EUROPEAN JOURNAL,20(40),12881-12888. |
| MLA | Fu, Junkai,et al."Concise Stereoselective Synthesis of Oxaspirocycles with 1-Tosyl-1,2,3-triazoles: Application to the Total Syntheses of (+/-)Tuberostemospiroline and (+/-)-Stemona-lactam".CHEMISTRY-A EUROPEAN JOURNAL 20.40(2014):12881-12888. |
入库方式： OAI收割
来源：化学研究所
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