Formal Synthesis of Gracilamine Using Rh(I)-Catalyzed [3+2+1] Cycloaddition of 1-Yne-Vinylcyclopropanes and CO
文献类型：期刊论文
| 作者 | Bose, Sritama; Yang, Jun; Yu, Zhi-Xiang |
| 刊名 | JOURNAL OF ORGANIC CHEMISTRY
 |
| 出版日期 | 2016-08-05 |
| 卷号 | 81期号:15页码:6757-6765 |
| ISSN号 | 0022-3263 |
| DOI | 10.1021/acs.joc.6b00608 |
| 文献子类 | Article |
| 英文摘要 | Reported here is a formal synthesis of gracilamine using Rh(I)-catalyzed [3 + 2 + 1] reaction of yne-VCP (+/-)-4 and CO. The key reaction gave the cycloadduct (+/-)-trans-3 with the A-B-C core structure of gracilamine. This advanced intermediate was further transformed to Gao's intermediate (+/-)-2 via regular transformations to realize the formal synthesis of gracilamine. The present strategy was used to accomplish the asymmetric formal synthesis of gracilamine using chiral substrate (+)-4. |
| WOS关键词 | AROMATIC-ALDEHYDES ; AMARYLLIDACEAE ALKALOIDS ; SCELETIUM ALKALOIDS ; STEREOCENTERS ; ALKYNYLATION ; ADDITIONS |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000381236000062 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/170304]  |
| 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 |
| 通讯作者 | Yu, Zhi-Xiang |
| 作者单位 | Peking Univ, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, BNLMS,Minist Educ, Beijing 100871, Peoples R China |
| 推荐引用方式 GB/T 7714 | Bose, Sritama,Yang, Jun,Yu, Zhi-Xiang. Formal Synthesis of Gracilamine Using Rh(I)-Catalyzed [3+2+1] Cycloaddition of 1-Yne-Vinylcyclopropanes and CO[J]. JOURNAL OF ORGANIC CHEMISTRY,2016,81(15):6757-6765. |
| APA | Bose, Sritama,Yang, Jun,&Yu, Zhi-Xiang.(2016).Formal Synthesis of Gracilamine Using Rh(I)-Catalyzed [3+2+1] Cycloaddition of 1-Yne-Vinylcyclopropanes and CO.JOURNAL OF ORGANIC CHEMISTRY,81(15),6757-6765. |
| MLA | Bose, Sritama,et al."Formal Synthesis of Gracilamine Using Rh(I)-Catalyzed [3+2+1] Cycloaddition of 1-Yne-Vinylcyclopropanes and CO".JOURNAL OF ORGANIC CHEMISTRY 81.15(2016):6757-6765. |
入库方式： OAI收割
来源：大连化学物理研究所
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