BIOMIMETIC OXYGENATIONS--ANALOGY FROM VITAMIN K OXIDATIO

仿生氧化——维生素 K 氧化的类比

• 批准号: 6388764
• 负责人: SHARAD K VERMA
• 金额: $ 1.74万
• 依托单位: UNIVERSITY OF CALIFORNIA BERKELEY
• 依托单位国家: 美国
• 财政年份: 2001
• 资助国家: 美国
• 起止时间: 2001-04-01 至
• 项目状态: 未结题
• 来源: https://reporter.nih.gov/project-details/6388764
• 关键词: aminoacid; analog; beta lactam antibiotic; chemical bond; chemical models; chemical synthesis; lactams; method development; oxidation; stereochemistry; vitamin K

Presented herein is a methodology for the oxygenation of alpha- beta unsaturated ketones (enones) based on a mechanistic analogy from vitamin K oxidation. The primary thrust of this transformation lies in its potential ability for the concise introduction of contiguous stereocenters in which the C-O bonds of a newly generated epoxy alcohol have a cis relationship. A previously developed non-enzymatic model which mimics vitamin K oxidation is utilized for this proposal. Because many chemical compounds used as pharmaceuticals and therapeutics for the treatment of various medical ailments bear stereocenters, the development of synthetic methods that enable the concise introduction of asymmetry are highly coveted, and merit such investigation.

本文提出的是基于维生素K氧化的机械类比的字母β不饱和酮（Enones）的方法。 这种转变的主要力量在于它的潜在能力简化了连续的立体中心，其中新生成的环氧醇的C-O键具有CIS关系。 该提案使用了一种先前开发的非酶模型，该模拟于维生素K氧化。 由于许多用于治疗各种医学疾病的药物和治疗剂的化合物都带有立体中心，因此可以高度令人垂涎的合成方法的发展，使不对称地引入不对称，并值得进行此类研究。