Asymmetric epoxidation of chromenes mediated by iminium salts: Synthesis of mollugin and (3S,4R)-trans-3,4-dihydroxy-3,4-dihydromollugin

作者：Page Philip C Bulman^*; Chan Yohan; Armylisas Abu Hassan Noor; Alahmdi Mohammed

来源：Tetrahedron, 2016, 72(51): 8406-8416.

DOI：10.1016/j.tet.2016.10.070

• Asymmetric catalysis
• Iminium salt
• Enantioselective synthesis
• Chromene
• Mollugin

Organocatalytic asymmetric epoxidation of chromenes mediated by iminium salt catalysts under non aqueous conditions provided ees as high as 99%. Contrastingly, reaction under aqueous conditions can form the corresponding diol products with ees as high as 71%. The process has been used for the synthesis of the East African medicinal plant metabolite (3S,4R)-trans-3,4-dihydroxy-3,4-dihydromollugin.

• 出版日期2016-12-22