双立体和双选择性 (3 + 2) 循环添加一个新的aza-π-AllylpalladiumZwitterionic中间体
Anaïs Scuiller1, Nicolas Casaretto2, Alexis Archambeau1
1Laboratoire de Synthèse Organique, UMR 7652, CNRS, Ecole Polytechnique, ENSTA Paris, Institut Polytechnique de Paris, 91128 Palaiseau Cedex, France.
The Journal of organic chemistry
|July 10, 2023
概括
这项研究引入了5-vinyloxazolidine-2,4-diones (VOxD) 作为一种新型的前体,用于N-异环的酶选择合成. 新的催化反应有效地产生具有高立体选择性的-乳循环载荷管.
科学领域:
- 有机化学 有机化学
- 不对称的合成方法
- 异环化学 异环化学
背景情况:
- 涉及C─(CO) ─N合成子的循环添加反应是乳和N-异环的确立路径.
- 现有的对这些转换的酶选择性方法是有限的,阻碍了对性N-异环的获取.
研究的目的:
- 开发一种新且高效的酶选择性方法来合成玛乳.
- 引入5-vinyloxazolidine-2,4-diones (VOxD) 作为对不对称循环添加反应的多功能前体.
主要方法:
- 使用了5-vinyloxazolidine-2,4-diones (VOxD) 作为-π-allylpalladium中间体的前体.
- 采用了催化 (3+2) 循环添加反应与电友性基.
主要成果:
- 实现了高 stereoselectivity 的玛-乳循环载荷管的形成.
- 在循环添加产品中表现出高的反抗选择性,建立了一个新的不对称路径.
结论:
- 5 - 维尼洛克萨利丁-2,4-二 (VOxD) 是酶选择性玛-乳酸合成的有效前体.
- 开发的催化循环添加提供了一个有价值的工具,用于构建具有出色立体控制的性N-异环.
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