Asymmetric Synthesis and Novel Transformations of 2-Oxetanones

2-氧杂环丁酮的不对称合成和新颖转化

• 批准号: 0104457
• 负责人: Daniel Romo
• 金额: $ 36.05万
• 依托单位: Texas A&M Research Foundation
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2001
• 资助国家: 美国
• 起止时间: 2001-08-15 至 2004-07-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0104457&HistoricalAwards=false
• 关键词: Asymmetric; Synthesis; Novel; Transformations; Oxetanones

Professor Daniel Romo in the Department of Chemistry at Texas A&M University is supported by the Organic and Macromolecular Chemistry Program for his development of concise and practical enantioselective syntheses of beta-lactones via nucleophile catalyzed aldol-lactonizations (NCALs) of ketenes and aldehydes. Novel transformations of these beta-lactones to form various heterocyclic structures will be explored. The utility of the intramolecular NCAL reaction will be illustrated by the total synthesis of a lactacystin analog and an enantioselective synthesis of the natural product, brefeldin A. Mechanistic studies on the NCAL reaction will be carried out using REACT IR and 1H NMR.With the support of the Organic and Macromolecular Program, Professor Romo is developing novel methods by which certain highly strained organic compounds can be prepared with precise control of their three-dimensional structure. These compounds serve as intermediates which can be further converted to more complex products, many of which are share similar structural features with pharmacologically active compounds.

得克萨斯州A＆M大学化学系教授的丹尼尔·罗莫（Daniel Romo）教授得到了有机和大分子化学计划的支持，他通过核噬蛋白催化的β-内酯的简洁而实用的对映选择性合成蛋白的合成，可以催化ketenes和aldehidees。 将探索这些β-内酯以形成各种杂环结构的新型转换。 The utility of the intramolecular NCAL reaction will be illustrated by the total synthesis of a lactacystin analog and an enantioselective synthesis of the natural product, brefeldin A. Mechanistic studies on the NCAL reaction will be carried out using REACT IR and 1H NMR.With the support of the Organic and Macromolecular Program, Professor Romo is developing novel methods by which certain highly strained organic compounds can be prepared with精确控制其三维结构。 这些化合物用作中间体，可以进一步转化为更复杂的产品，其中许多产品与药理活性化合物具有相似的结构特征。