New insights into cyclobutenone rearrangements: A total synthesis of the natural ROS-generating anti-cancer agent cribrostatin 6

Mohamed M.; Gon?alves T.P.; Whitby R.J.; Sneddon H.F.; Harrowven D.C.

首页> 外文期刊>Chemistry: A European journal >New insights into cyclobutenone rearrangements: A total synthesis of the natural ROS-generating anti-cancer agent cribrostatin 6

【24h】

New insights into cyclobutenone rearrangements: A total synthesis of the natural ROS-generating anti-cancer agent cribrostatin 6

机译：环丁烯酮重排的新见解：天然产生ROS的抗癌药cribrostatin的全合成6

获取原文

获取原文并翻译 | 示例

掌桥外文数据库（机构版） >>

开具论文收录证明 >>

文献代查 >>

页面导航

摘要
著录项
相似文献
相关主题

摘要

Aryl- and heteroarylcyclobutenone rearrangements proceed in excellent yield under continuous-flow conditions. The former shows a Hammett correlation with σ_I providing strong evidence that electrocyclisation is the rate-determining step and has a late transition state. The reaction has been modelled by using DFT and CCSD(T) methods, with the latter giving excellent correlation with the experimental rate constant. A short and efficient total synthesis of cribrostatin 6, an anti-neoplastic and anti-microbial agent, provides a topical demonstration of the value of this method.

机译：在连续流动条件下，芳基和杂芳基环丁烯酮重排以优异的收率进行。前者显示出与σ_I的Hammett相关性，提供了有力的证据表明电环化是决定速率的步骤，并且具有较晚的过渡态。已使用DFT和CCSD（T）方法对反应进行了建模，后者与实验速率常数具有极好的相关性。 cribrostatin 6（一种抗肿瘤和抗微生物剂）的短而有效的全合成可局部证明这种方法的价值。

著录项

来源
《Chemistry: A European journal》 |2011年第49期|共8页
作者
Mohamed M.; Gon?alves T.P.; Whitby R.J.; Sneddon H.F.; Harrowven D.C.;
展开▼
作者单位

展开▼
收录信息
原文格式 PDF
正文语种 eng
中图分类
关键词
density functional calculations; flow chemistry; Hammett correlation; reaction mechanisms; thermochemistry;

机译：密度泛函计算流动化学哈密特相关反应机理热化学;

相似文献

外文文献
中文文献
专利

1. New insights into cyclobutenone rearrangements: A total synthesis of the natural ROS-generating anti-cancer agent cribrostatin 6 [J] . Mohamed M., Gon?alves T.P., Whitby R.J., Chemistry: A European journal . 2011,第49期

机译：环丁烯酮重排的新见解：天然产生ROS的抗癌药cribrostatin的全合成6
2. Chemistry of Renieramycins. Part 14: Total Synthesis of Renieramycin I and Practical Synthesis of Cribrostatin 4 (Renieramycin H) [J] . Keiichiro Kobayashi, Masashi Yokoya, Mitsuhiro Sato, Marine Drugs . 2015,第8期

机译：雷尼霉素的化学。第14部分：雷尼霉素I的全合成和克罗布他汀4（雷尼霉素H）的实用合成
3. Base induced cyclobutenone rearrangements and its application in the synthesis of aromatic amines [J] . Han Xiaodan, Fu Jianping, Hu Juwu, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2019,第49期

机译：基础诱导环丁酮重排及其在芳香胺的合成中的应用
4. n-Substituted D-Leucines and Their Relevancein the Total Synthesis of Natural and UnnaturalAeruginosins [C] . Juan R. Del Valle, Xiaotian Wang, Karolina Ersmark, ACS symposium asymmetric synthesis and application of α-amino acids . 2009

机译：N-取代的D-亮氨酸及其相关性，完全合成天然和不安全的Areuluginosins
5. The total synthesis of cribrostatin IV and cribrostatin IV analogs [D] . Chan, Collin 2007

机译：cribrostatin IV和cribrostatin IV类似物的总合成
6. Chemistry of Renieramycins. Part 14: Total Synthesis of Renieramycin I and Practical Synthesis of Cribrostatin 4 (Renieramycin H) [O] . Masashi Yokoya, Keiichiro Kobayashi, Mitsuhiro Sato, 2015

机译：雷尼霉素的化学。第14部分：雷尼霉素I的全合成和克罗布他汀4（雷尼霉素H）的实用合成
7. Chemistry of Renieramycins. Part 14: Total Synthesis of Renieramycin I and Practical Synthesis of Cribrostatin 4 (Renieramycin H) [O] . Masashi Yokoya, Keiichiro Kobayashi, Mitsuhiro Sato, 2015

机译：Renieramycins的化学。第14部分：Renieramycin I的全合成和Cribrostatin 4（Renieramycin H）的实际合成

New insights into cyclobutenone rearrangements: A total synthesis of the natural ROS-generating anti-cancer agent cribrostatin 6

摘要

著录项

相似文献

相关主题

期刊订阅