Syntheses of three 8-methoxyisoflavans from newly developed 7-benzyloxy-3-chloro-8-methoxy-2H-chromene as the precursor
作者:Bubwoong Kang、Takuto Oe、Yuki Shimizu、Hirosato Takikawa
DOI:10.1016/j.tet.2022.132714
日期:2022.5
We describe the formation of a 3-chloro-2H-chromene via the cascade reaction based on Claisen rearrangement of an aryl 2,3-dichloroallyl ether and the subsequent dehydrochlorination-cyclization. A divergent synthesis of three different 3-isoflavan derivatives was realized by conducting a Suzuki cross-coupling between the cascade reaction-produced 3-chloro-2H-chromene and readily preparable aryl boronic
我们描述了通过基于芳基 2,3-二氯烯丙基醚的克莱森重排和随后的脱氯化氢-环化的级联反应形成 3-氯-2 H-色烯。通过在级联反应产生的 3-氯-2 H-色烯和易于制备的芳基硼酸之间进行 Suzuki 交叉偶联,实现了三种不同 3-异黄烷衍生物的不同合成。通过以下多相催化加氢,我们还完成了异黄烷天然产物(±)-duartin、(±)-7-羟基-2'、3'、4'、5'、8-五甲氧基异黄烷和( ±)-8-甲氧基肌醇。