一个8-O-4′新木脂素化合物的对映选择性合成

Enantioselective Synthesis of a Natural 8-O-4′ Neolignan Compound

报道了一条立体选择性合成赤式 8- O- 4′新木脂素的新路线 .以 Sharpless双羟化反应构筑 2个手性中心 ,经过几步转化 ,得到关键中间体 6 ,通过 Mitsunobu反应进行偶联 ,可以得到单一赤式的 8- O- 4′新木脂素化合物 .通过此路线 ,立体选择性地合成了一个天然 8- O- 4′新木脂素的赤式异构体 .

An enantioselective synthesis approach to erythro 8-O-4′ neolignans was reported. In this route a chiral six-membered cyclic acetal was a key intermediate that was obtained from Sharpless AD reaction followed by change of acetals. Then the stereoselective coupling between the intermediate and phenols by Mitsunobu reaction formed the frame of 8-O-4′ lignans. A natural 8-O-4′ norneolignan was enantioselectively synthesized as a single isomer for the first time by the route.