对于α-Methoxyimino-β-keto Ester 的化,我们进行了选择性转移
Prabhakara R Tharra1,2, Jiří Švejkar1, Abhijeet S Jadhav1
1Department of Chemistry, Faculty of Science, Masaryk University, Kamenice 5, Brno 625 00, Czech Republic.
通过使用诺约里-伊卡里亚催化剂,实现了α-methoxyimino-β-keto的高度酶选择性催化转移化. 一个Z配置的甲氧氨基基团增强了这一重要类化合物的反应性和酶选择性.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 不对称的合成方法
背景情况:
- α-Methoxyimino-β-keto Ester 是一种有价值的合成中间体.
- 为它们的转化开发高效的enantioselective方法至关重要.
研究的目的:
- 为了研究α-methoxyimino-β-keto 的高度反选择性催化转移化.
- 阐明控制这种反应中的反应性和酶选择性因素.
主要方法:
- 使用诺约里-伊卡里亚复合物RuCl ((p-cymene) [(S,S) -Ts-DPEN]作为催化剂.
- 在25°C使用甲基酸-三乙胺/二甲基形式胺溶剂系统.
- 在25多个基板上进行实验研究.
- 进行密度函数理论 (DFT) 计算来分析过渡状态.
主要成果:
- 实现了对α-methoxyimino-β-keto 的高度酶选择性催化转移化.
- 确定Z配置的甲氧氨基基团α对基基增强了反应性和酶选择性.
- 在一系列基质中观察到大多优秀的酶选择性.
结论:
- 诺约里-伊卡里亚催化剂系统对α-methoxyimino-β-keto 的对抗选择性转移化是有效的.
- 甲胺基组的Z配置在优化反应结果方面发挥着关键作用.
- 计算分析提供了对enantioselectivity的机械起源的见解.
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