SYNTHESIS OF NOVEL MARINE MACROLIDES

爱荷华大学药物天然产物化学系的霍拉西奥·F·奥利沃教授因研究新型海洋大环内酯类化合物的合成而得到有机和高分子化学计划的支持。Olivo教授正在探索爱尔兰-克莱森重排反应的有效性，该重排反应来自环戊二酯的生物催化去对称反应，以制备取代的双环内酯。还研究了钯催化1，1-二卤代-1-烯烃与乙烯基锡烷偶联生成烯炔的温和方法，以及双卤代烯烃在镍/铬偶联反应中的化学选择性。新开发的方法被应用于Callipeltoside-A和Auiside-A的合成。目前在有机合成领域的许多努力都指向选择性地制备具有精确定义的三维结构的分子。由于其潜在的低成本和对环境的最小影响，生物催化是一种有吸引力的方法。通过开发将生物催化产物转化为有用的有机分子的新方法，爱荷华大学药物天然产物化学系的Horacio F.Olivo教授正在展示生物催化是一种高效且低成本的方法，可以在有机合成中产生有价值的中间体。在有机化学和高分子化学项目的支持下，Olivo教授正在探索利用生物催化产品的一般合成方法，并将该方法应用于几种海洋来源的复杂天然产物的合成。

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.