Asymmetric Synthesis of Nitrogen-Containing Compounds

含氮化合物的不对称合成

• 批准号: 9116820
• 负责人: Marco Ciufolini
• 金额: --
• 依托单位: William Marsh Rice University
• 依托单位国家: 美国
• 项目类别: Continuing grant
• 财政年份: 1991
• 资助国家: 美国
• 起止时间: 1991-12-01 至 1995-05-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9116820&HistoricalAwards=false
• 关键词: Asymmetric; Synthesis; Nitrogen; Containing; Compounds

The rearrangemnt of N-acyl-2-furylamines to N-acyl-3-piperidinones (the "aza-Achmatowicz" reaction) is a novel, practical method for enantioselective preparation of nitrogenous substances. A key step in the technique is the chemoenzymatic resolution of racemic furylglycine and furylalanine. The resolved aminoacids are efficiently transformed into building blocks for the synthesis of structures as diverse as azasaccharides, beta-lactams, unusual aminoacids, glycoside antibiotics, and amphibian alkaloids. %%% With this award, the Organic Synthesis Program will support the research of Dr. Marco A. Ciufolini at Rice University. The research explores new ramifications of an old well-established nitrogen heterocycle ring-forming reaction which permits asymmetric control at a crucial stage of the reaction sequence. This is combined with utilization of new organometallic reagents to generate new synthetic methodology that should benefit research in biochemistry, medicine, as well as in the chemical industry.

N-酰基-2-呋喃胺对 N-酰基-3-哌啶酮（“氮杂-Achmatowicz”反应）是一种 一种新的，实用的对映选择性制备 含氮物质 这项技术的关键一步是 外消旋呋喃基甘氨酸的化学酶拆分， 呋喃丙氨酸。 被解析的氨基酸被有效地 转化为合成 结构多样，如氮杂糖，β-内酰胺， 氨基酸、糖苷类抗生素和两栖类生物碱。 %%% 有了这个奖项，有机合成计划将支持 Marco A博士的研究莱斯大学的Ciufolini 的 研究探索了一个古老的、行之有效的 氮杂环成环反应， 在反应顺序的关键阶段进行不对称控制。 这是结合利用新的有机金属 新的合成方法， 有利于生物化学、医学以及 化工专业化