Synthetic Studies on Newly Designed Biologically Active Compounds Related to Physiologically Important Substances

我们在1987-1988年开展的研究工作如下：1)在首次发现稳定的前列环素碳类似物异卡巴环素的基础上，建立了其新的合成路线。2)完成了理想合成中间体的高效合成方法。通过光学拆分或不对称合成，得到了具有光学活性的双环[3.3.0]Oct-6-en-2-one及其衍生物。3)我们发现了前列腺素α链和omega链的合成新方法，并通过它的应用实现了异卡巴环素的合成。4)我们通过碱促进环化反应合成了新的含呋喃的三环前列环素类似物，用于构建三环呋喃环。5)我们设计了与白三烯B_4相关的含苯类似物，并实现了它的首次合成。6)我们发现了芳香族化合物α-硫代烷基化反应的新的有效方法，7)关于生物活性糖苷的合成，我们建立了利用磷酸酯进行立体选择性糖基化反应的有效方法。

Our researches carried out in 1987-1988 are as follows.1) Based on our initial discovery of isocarbacyclin, a stable prostacyclin carbon analogue, we established its new synthetic routs.2) We accomplished the efficient synthetic method for the ideal synthetic intermediate, bicyclo[3.3.0]oct-6-en-2-one and the related derivatives in optically active forms by means of either optical resolution or asymmetric synthesis.3) We discovered the new synthetic methodology for the construction of the alfa and omega chains of prostablandins and achieved the synthesis of isocarbacyclin by its application.4) We wynthesized the newly designed furan-containing tricyclic prostacyclin analobue by employing a base-promoted cyclization for the construction of a tricyclic furan ring.5) We newly designed benzene-containing analogues related to leukotriene B_4 and achieved its first synthesis.6) We discovered novel and effective methods for alfa-thioalkylation of aromatic compounds, which was used for the synthesis of a benzene-containing analogue related to lipoxin A and B.7) Concerning the synthesis of biologically active glycosides, we established the efficient method for the stereoselective glycosylation by the use of phosphate esters.