Diastereoselective Total Synthesis of (+/-)-Schindilactone A, Part 1: Construction of the ABC and FGH Ring Systems and Initial Attempts to Construct the CDEF Ring System
文献类型：期刊论文
| 作者 | Sun, Tian-Wen1,2,3; Ren, Wei-Wu1,2,3; Xiao, Qing1,2,3; Tang, Ye-Feng4,5; Zhang, Yan-Dong6; Li, Yong1,2,3; Meng, Fan-Ke1,2,3; Liu, Yi-Fan1,2,3; Zhao, Ming-Zhe1,2,3; Xu, Ling-Min1,2,3 |
| 刊名 | CHEMISTRY-AN ASIAN JOURNAL
 |
| 出版日期 | 2012-10-01 |
| 卷号 | 7期号:10页码:2321-2333 |
| 关键词 | Fused-ring Systems Natural Products Schindilactone a Synthetic Methods Total Synthesis |
| ISSN号 | 1861-4728 |
| DOI | 10.1002/asia.201200363 |
| 英文摘要 | First-generation synthetic strategies for the diastereoselective total synthesis of schindilactone A (1) are presented and methods for the synthesis of the ABC, FGH, and CDEF moieties are explored. We have established a method for the synthesis of the ABC moiety, which included both a DielsAlder reaction and a ring-closing metathesis as the key steps. We have also developed a method for the synthesis of the FGH moiety, which involved the use of a PausonKhand reaction and a carbonylative annulation reaction as the key steps. Furthermore, we have achieved the construction of the central 78 bicyclic ring system by using a [3,3]-rearrangement as the key step. However, unfortunately, when this rearrangement reaction was applied to the construction of the more advanced CDEF moiety, the anticipated annulation reaction did not occur and the development of an alternative synthetic strategy would be required for the construction of this central core. |
| 语种 | 英语 |
| WOS记录号 | WOS:000308877400022 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/49521]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Chen, Jia-Hua |
| 作者单位 | 1.Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, BNLMS, Beijing 100871, Peoples R China 2.Peking Univ, Coll Chem, Peking Tsinghua Ctr Life Sci, Beijing 100871, Peoples R China 3.Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China 4.Tsinghua Univ, Sch Life Sci, Comprehens AIDS Res Ctr, Beijing 100084, Peoples R China 5.Tsinghua Univ, Sch Med, Beijing 100084, Peoples R China 6.Xiamen Univ, Dept Chem, Xiamen 361005, Peoples R China |
| 推荐引用方式 GB/T 7714 | Sun, Tian-Wen,Ren, Wei-Wu,Xiao, Qing,et al. Diastereoselective Total Synthesis of (+/-)-Schindilactone A, Part 1: Construction of the ABC and FGH Ring Systems and Initial Attempts to Construct the CDEF Ring System[J]. CHEMISTRY-AN ASIAN JOURNAL,2012,7(10):2321-2333. |
| APA | Sun, Tian-Wen.,Ren, Wei-Wu.,Xiao, Qing.,Tang, Ye-Feng.,Zhang, Yan-Dong.,...&Yang, Zhen.(2012).Diastereoselective Total Synthesis of (+/-)-Schindilactone A, Part 1: Construction of the ABC and FGH Ring Systems and Initial Attempts to Construct the CDEF Ring System.CHEMISTRY-AN ASIAN JOURNAL,7(10),2321-2333. |
| MLA | Sun, Tian-Wen,et al."Diastereoselective Total Synthesis of (+/-)-Schindilactone A, Part 1: Construction of the ABC and FGH Ring Systems and Initial Attempts to Construct the CDEF Ring System".CHEMISTRY-AN ASIAN JOURNAL 7.10(2012):2321-2333. |
入库方式： OAI收割
来源：化学研究所
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