Asymmetric Total Synthesis of Chiral Molecules

不对称合成天然产物等复杂手性化合物是现代合成化学的重要目标之一。这项名为“手性分子的不对称全合成”的项目从1993年开始，由大约20名合成化学家进行了为期三年的研究。本项目的目标分子分为四类，不仅是具有多个手性中心和官能团的结构复杂的化合物，而且是非常有用的化合物，具有重要的生物活性和新的功能：1)生物功能调节化合物。2)化学信号化合物。3)具有药理活性的化合物。4)超微量生产生物活性天然产物。三年来，我们在前列环素和前列腺素的合成新方法、各种信息素的不对称合成和绝对构型测定、烯二烯类化合物的计算机辅助合成、雪卡毒素的半抗原合成、紫杉醇的关键中间体的合成、四环素的不对称合成、抗肿瘤药物阿普利宁A的全合成、内酯内酯环类化合物的全合成、湿润草素的全合成等方面取得了许多有价值的成果。

Asymmetric synthesis of complex chiral compounds such as useful natural products is one of important purposes of modern synthetic chemistry. This project "asymmetric total synthesis of chiral molecules" was carried out by about 20 synthetic chemists for three years beginning in 1993. Target molecules of this project, divided in four groups, are not only structurally complex compounds with many chiral centers and functional groups but also quite useful compounds with important biological activities and new functions : 1) Regulatory compounds of biological functions. 2) Chemical signal compounds. 3) Pharmacologically and physiologically active compounds. 4) Biologically active natural products produced in ultramicroquantity. During three years, we obtained many noteworthy results such as new synthetic methods of prostacyclines and prostaglandins, asymmetric synthesis and absolute configuration determination of various pheromons, computer-aided synthesis of enediyn compounds, hapten synthesis of ciguatoxin, synthesis of the crucial intermediate of taxol, asymmetric synthesis of tetracyclins, total synthesis of antitumor aplyronine A,lactone-ring synthesis of tedanolide, and total synthesis of hygrolidin.