8-O-4′新木脂素化合物的不对称合成

Studies on Asymmetric Synthesis of 8-O-4′-Neolignan Compounds

报道了一种手性合成 8-O-4′新木脂素的新方法 ,其中的关键步骤是以 Sharpless不对称双羟化反应来构筑手性中心并以 Mitsunobu反应立体选择性地构建 8-O-4′新木脂素的骨架 ,最终以 8步反应得到了天然降碳 8-O-4′新木脂素的苏赤混合物 ,苏赤比为 2∶ 1 .

A new method for asymmetric synthesis of 8-O-4′-neolignans has been reported. There are two key steps in this synthesis route. The two chiral centers in 8-O-4′-neolignans are introduced by Sharpless asymmetric dihydroxylation reaction, and the two main sections are coupled to form the frame of 8-O-4′-neolignans by Mitsunobu reaction. Two diastereoisomers of a natural 8-O-4′-neolignan are obtained from protected ferulic alcohol in eight steps by the route, among which threo isomer is the major product.