权益分类	功能权益	普通用户	{{item.name}}会员
{{category.name}}	{{benefitItem.name}}

EFFICIENT SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS EMPLOYING CATALYTIC CASCADE REACTIONS.

利用催化级联反应有效合成生物活性天然产品。

基本信息

批准号：
16390001
负责人：
TOYOTA Masahiro
金额：
$ 8万
依托单位：
OSAKA PREFECTURE UNIVERSITY (2005)Tohoku University (2004)
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (B)
财政年份：
2004
资助国家：
日本
起止时间：
2004 至 2005
项目状态：
已结题

项目摘要

Recently, the development of catalytic cascade reactions has attracted considerable attention because cascade reactions are environmentally friendly and economical. In this research, the author has examined tin-free cascade homoallyl-homoallyl radical rearrangement process and Ni-catalyzed cascade electroreductive cyclization protocol.(1)Total Synthesis of Serofendic Acids A and B Employing Tin-Free Cascade Homoallyl-Homoallyl Radical RearrangementSerofendic acids A and B are neuroprotective agents that were isolated from fetal calf serum in 2002. The unique structures were shown to consist of bicyclo[2.2.2]octane ring system bearing an unusual sulfoxide side chain. The serofendic acids are attractive targets for total synthesis, not only due to their neuroprotective activity, but also because of the challenge of their structures, which feature nine stereocenters and atisane framework. In this research, a total synthesis of both (-)-serofendic acids A and B has been accomplished. The s … More ynthetic strategy involved the use of a tin-free cascade homoallyl-homoallyl radical rearrangement for the construction of bicyclo[2.2.2]octane ring system. The methodology developed here should provide access to synthetic analogues of serofendic acids.(2)One-Pot Assembly of Tricyclo[6.2.1.0^<1,6>]undecane-4-one and Related Polycyclic Compounds by Cascade Electroreductive CyclizationThe assembly of polycyclic molecules through carbon-carbon bond-forming processes in a single operation is a significant direction for organic synthesis. Therefore, various types of cascade reactions have been actively developed in recent years. In this research, the author has developed a strategy based on intramolecular cascade electroreductive cyclization, and the cascade electroreductive cyclization has been successfully applied to the construction of tricyclo[6.2.1.0^<1,6>]undecane-4-one and related polycyclic compounds. The favorable profile of this novel protocol is increased by the low cost as well as the toxicologically and environmentally benign character of electrochemistry. Less

近年来，由于催化级联反应具有环境友好和经济等优点，其发展受到了广泛的关注。本研究考察了无锡级联高烯丙基-高烯丙基自由基重排反应和镍催化级联电还原环化反应。（1）采用无锡级联同烯丙基-同烯丙基自由基重排全合成血清芬酸A和B血清芬酸A和B是2002年从胎牛血清中分离的神经保护剂。独特的结构被证明是由双环[2.2.2]辛烷环系统轴承一个不寻常的亚砜侧链。血清芬酸是全合成的有吸引力的目标，不仅是由于它们的神经保护活性，而且还因为它们的结构的挑战，其特征在于九个立体中心和阿替烷框架。本研究完成了（-）-血清芬酸A和B的全合成。的s ...更多信息合成策略涉及使用无锡级联高烯丙基-高烯丙基自由基重排来构建双环[2.2.2]辛烷环系统。这里开发的方法应该提供合成类似物的serofendic酸。（2）三环[6.2.1.0 ^<1，6>]十一烷-4-酮及相关多环化合物的级联电还原环化一锅法组装多环分子通过碳-碳键形成过程在一次操作中组装多环分子是有机合成的一个重要方向。因此，近年来积极开发了各种类型的级联反应。在本研究中，作者发展了一种基于分子内级联电还原环化反应的策略，并将级联电还原环化反应成功地应用于三环[6.2.1.0 ^<1，6>]十一烷-4-酮及相关多环化合物的构建。这种新的协议的有利的配置文件增加了低成本以及毒理学和环境友好的电化学特性。少