乙选择性合成西兰醇的合成
Kazunobu Igawa1, Junko Takada, Tomohiro Shimono
1Institute for Materials Chemistry and Engineering, Kyushu University, Kasuga, Fukuoka 816-8580, Japan.
Journal of the American Chemical Society
|November 13, 2008
概括
研究人员开发了一种新的核替代反应,以取代的性. 这种方法可以有效地产生丰富的乙烯和醇,在化学中提供精确的立体控制.
科学领域:
- 有机化学 有机化学
- 不对称的合成方法
- 立体化学是一种立体化学.
背景情况:
- 化化合物是有机合成中有价值的构建模块.
- 开发用于制造性的酶选择性方法仍然是一个挑战.
- 核替代反应是化学中常见的变化.
研究的目的:
- 为了开发一种新型的enantioselective核替代反应,用于achiral dialkoxysilanes.
- 为了在中心实现高效的立体控制.
- 合成富含酸的酸乙烯及其相应的酸.
主要方法:
- 开发一种新的核替代反应.
- 中心的立体化学分析.
- 将西乙烯转化为西兰醇,而不会损失其反纯度.
- 密度函数理论 (DFT) 计算来分析反应机制.
主要成果:
- 成功开发了一种对achiral dialkoxysilanes的enantioselective核替代反应.
- 在奇拉性中心实现高立体控制.
- 合成具有高反纯度的以丰富的乙烯.
- 证明转化为丰富的西兰醇,而不会损失纯度.
- 一个过渡状态模型的建议,解释观察到的enantioselectivity.
结论:
- 已经建立了一种新的,高效的方法,用于对进行enantioselective功能化.
- 开发的反应提供了对丰富的有机化合物的获取.
- 这项研究通过计算分析提供了对性的立体化学控制的见解.
相关概念视频
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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.
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 peroxy acids to...
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