在水中用氧子对异环基的绿色氧化
Alessandro Giraudo1, Edoardo Armano1, Camillo Morano1
1Dipartimento di Scienze Farmaceutiche, Università degli Studi di Milano, via Mangiagalli 25, I-20133, Milano, Italy.
The Journal of organic chemistry
|October 12, 2023
概括
这项研究将循环子的氧化氧化扩展到乳,成功地将像阿扎克和氧乙这样的异环子转化为有价值的阿扎克和相关化合物.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
背景情况:
- 氧子氧化是一种有效的方法,用于将循环子转化为乳.
- 异环化合物在合成转化中提出了独特的挑战和机会.
研究的目的:
- 扩展循环的氧化氧化到异环基质,包括阿扎克和氧乙烯.
- 为了合成N-保护的阿萨拉克顿和含氧的类似物.
- 为了探索不同反应条件下阿扎克的反应性.
主要方法:
- 使用Oxone氧化N-Boc阿扎基和循环氧乙烯.
- 多种反应条件,包括中性缓冲水,性水和DMF.
- 由此产生的乳,乳和氨基酸衍生物的特征.
主要成果:
- 成功氧化N-Boc-4-piperidinone和循环氧乙烯到相应的乳.
- 在性水中选择性地将亚环基与α位置转化为N-Boc-ω-氨基酸.
- 在DMF中从亚环基中形成N-Boc-N-formyl-ω-氨基酸.
结论:
- 氧子氧化方法对更广泛的异环基有效.
- 这种反应提供了一条通往N受保护的 azalactones和相关的氧化异环的多功能途径.
- 该研究证明了基于反应条件的氨基酸衍生物的可调节合成.
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