SYNTHESIS OF NOVEL MARINE MACROLIDES

新型海洋大环内酯类化合物的合成

• 批准号: 0111292
• 负责人: Horacio Olivo
• 金额: --
• 依托单位: University of Iowa
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2001
• 资助国家: 美国
• 起止时间: 2001-08-15 至 2007-07-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0111292&HistoricalAwards=false
• 关键词: SYNTHESIS; NOVEL; MARINE; MACROLIDES

Professor Horacio F. Olivo, of the Medicinal Natural Products Chemistry Department at the University of Iowa, is supported by the Organic and Macromolecular Chemistry Program for his studies of the synthesis of novel marine macrolides. Professor Olivo is exploring the efficacy of the Ireland-Claisen rearrangement of products derived from biocatalytic desymmetrization of cyclopentenediesters to prepare substituted bicyclic lactones. Mild methods for the generation of enynes via palladium-catalyzed coupling of 1,1-dihalo-1-alkenes with vinylstannanes and the chemoselectivity of bis-haloalkenes in Ni/Cr coupling reactions are also being examined. Newly developed methodologies are applied to the synthesis of callipeltoside-A and auriside-A.Much current effort in the field of organic synthesis is directed toward the selective preparation of molecules with precisely defined three-dimensional structures. Biological catalysis is an attractive approach, given its potentially low cost and minimal environmental impacts. By developing new methodologies for the conversion of products of biocatalysis to useful organic molecules, Professor Horacio F. Olivo, of the Medicinal Natural Products Chemistry Department at the University of Iowa, is demonstrating biocatalysis as an efficient and low-cost method for the generation of valuable intermediates in organic synthesis. With the support of the Organic and Macromolecular Chemistry Program, Professor Olivo is exploring general synthetic methodology utilizing products of biological catalysis and applying this methodology to the synthesis of several complex natural products of marine origin.

Horacio F.教授爱荷华州大学药用天然产物化学系的Olivo因其对新型海洋大环内酯合成的研究而得到有机和大分子化学计划的支持。Olivo教授正在探索Ireland-Claisen重排产物的有效性，该重排产物来自环戊烯二酯的生物催化去对称化，以制备取代的双环内酯。通过钯催化偶联1，1-二卤代-1-烯烃与乙烯基锡烷生成烯炔的温和方法以及双卤代烯烃在Ni/Cr偶联反应中的化学选择性也正在研究中。新开发的方法被应用于合成callipeltoside-A和auridide-A。目前在有机合成领域的许多努力是针对具有精确定义的三维结构的分子的选择性制备。生物催化是一种有吸引力的方法，因为其潜在的低成本和最小的环境影响。通过开发将生物催化产物转化为有用有机分子的新方法，Horacio F.教授。爱荷华州大学药用天然产物化学系的Olivo正在证明生物催化是一种有效和低成本的方法，用于产生有机合成中有价值的中间体。在有机和大分子化学计划的支持下，Olivo教授正在探索利用生物催化产品的一般合成方法，并将这种方法应用于海洋来源的几种复杂天然产物的合成。