Asymmetric synthesis of the natural erythro-(1R,2S)-8-O-4 '-neolignan myrislignan

作者：Xia, Y.^*; Wang, Wei

来源：Monatshefte fur Chemie, 2011, 142(1): 93-96.

DOI：10.1007/s00706-010-0420-3

• Asymmetric dihydroxylation
• Myrislignan
• Neolignan
• Mitsunobu reaction

An efficient and practical asymmetric synthesis of erythro-(1R,2S)-8-O-4'-neolignan myrislignan was achieved by using vanillin and pyrogallic acid as the starting materials. Two key steps are involved: preparation of an enantiopure threo alcohol of predictable stereochemistry by dihydroxylation with AD-mix-beta, and inversion of the absolute configuration from the threo to the erythro isomer using a Mitsunobu reaction. The route illustrates a new methodology for the synthesis of erythro-8-O-4'-neolignan.

• 出版日期2011-1
• 单位青岛科技大学