Asymmetric Synthesis of alpha-Amino Acids

α-氨基酸的不对称合成

• 批准号: 9320010
• 负责人: Robert Williams
• 金额: $ 33万
• 依托单位: Colorado State University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 1994
• 资助国家: 美国
• 起止时间: 1994-03-01 至 1998-08-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9320010&HistoricalAwards=false
• 关键词: Asymmetric; Synthesis; alpha; Amino; Acids

9320010 Williams The focus of this research is the develpoment of efficient, selective and practical methodolgy to construct alpha-amino acids in optically pure form, especially unsymmetrically substituted beta,beta-disubstituted and alkynyl amino acids. Efforts will be devoted to both methodology and total synthesis of complex amino acid-containing natural products. The main classes of methodology will include: 1) the Diels-Alder cycloaddition reactions to dehydroglycinates; 2) 3+2 azomethine ylide and 2+2 photocycloadditions to dehydroglycinates; and 3) aza-cyclopropylvinyl rearrangements and trapping. The total synthesis of the glycopeptide vancomycin will be completed. In addition, aldol strategies to access the congested hydroxy amino acid antibiotics altemicidin and paraherquamide A wiil be pursued. %%% With this award the Synthetic Organic Program is supporting the research of Dr. Robert M. Williams of the Department of Chemistry at the Colorado State University. Professor Williams will focus his work in the area of developing efficient, selective and practical methodology to construct unusual amino acids in optically pure form amd to demonstrate the utility of these methods by synthesizing several complex amino acid-containing natural products.

9320010威廉姆斯本研究的重点是开发高效、选择性和实用的方法来构建光学纯形式的α-氨基酸，特别是不对称取代的β，β-二取代和炔基氨基酸。 将致力于方法学和含复杂氨基酸的天然产物的全合成。方法学的主要类别包括：1）脱氢甘氨酸的Diels-Alder环加成反应; 2）3+2 偶氮甲碱叶立德和2+2光环加成到脱氢甘氨酸酯;和3）氮杂-环丙基乙烯基重排和捕获。完成糖肽万古霉素的全合成。此外，将寻求获得拥挤的羟基氨基酸抗生素阿替米星和对乙酰甲酰胺的羟醛策略。 有了这个奖项，合成有机计划正在支持博士罗伯特M。科罗拉多州立大学化学系的威廉姆斯博士说。威廉姆斯教授将专注于开发高效，选择性和实用的方法来构建光学纯形式的不寻常的氨基酸，并通过合成几种含复杂氨基酸的天然产物来展示这些方法的实用性。