硫化与烯的水催化分解和质子转移循环化
Xianglin Yu1, Liuting Huang2, Haiyue Yang1
1Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Key Laboratory of Research and Development for Natural Products, School of Pharmacy, School of Chemical Science and Technology, Yunnan University, Kunming, 650091, China.
概括
这项研究引入了一种新型的olefins解构性环化反应,使功能组迁移能够产生区域选择性环化合物. 这种新方法提供了一种独特的方法来合成有价值的环衍生物.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 合成化学 合成化学
背景情况:
- 环环是有机化学和药物化学中的关键结构图案.
- 现有的循环化方法缺乏修改烯酸α或β碳素上的功能组的能力.
研究的目的:
- 开发一种新的olefins的解构性循环化反应.
- 为了使区域选择性功能组迁移到olefins的α或β碳素.
- 合成以前无法获得的区域选择性环烯化合物.
主要方法:
- 采用了一种接近-开放-接近环的策略.
- 利用了硫氧化硫酸的zwitterionic特性.
- 进行密度函数理论 (DFT) 计算以阐明机制.
主要成果:
- 实现了新的olefins的区域选择性环化.
- 功能组成功迁移到α或β碳位置.
- 提出了一种涉及 [2+2] 循环添加,循环丁烯中间体和水参与的质子穿反应机制.
结论:
- 开发的解构性环化为功能化的环化提供了一条新的合成途径.
- 反应的区域选择性受到结相互作用的显著影响.
- 这种方法扩大了合成工具包,用于创建复杂的环结构.
相关概念视频
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03:00Preparation of Epoxides
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Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
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Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of...
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of...
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