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

我们在1987-1988年进行的研究如下：1)基于我们最初发现的异ocarbacyclin（一种稳定的前环素碳类似物），我们建立了新的合成路线。2)采用光学分辨或不对称合成的方法，完成了理想的合成中间体双环[3.3.0]oct-6-烯-2- 1及其旋光性衍生物的高效合成方法。3)发现了构建前列腺素α链和ω链的新合成方法，实现了异碳环素的应用合成。4)采用碱基促进环合法合成了新设计的含呋喃三环前列环素类似物。5)新设计了白三烯B_4的含苯类似物，并首次合成。6)发现了芳香化合物α -硫代烷基化的新方法，用于合成与脂素a和b相关的含苯类似物。7)在合成生物活性糖苷方面，建立了利用磷酸酯立体选择性糖基化的高效方法。

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.