A Concise Enantiodivergent Synthesis of Equol
A Concise Enantiodivergent Synthesis of Equol
复制标题
雌马酚的简明对映异构合成
作者：
Uemura;Takahito;Saito;Yusuke;Sonoda;Motohiro;Tanimori;Shinji
马雌酚是一种非甾体雌激素，由异黄酮植物雌激素大豆苷元代谢产生，以氨基酸衍生的吲哚烷酮和铜预催化剂介导羰基化合物的麦克米伦α-芳基化为基础合成了对映体富集形式的马雌酚。以2,4-二甲氧基苯甲醛为原料，经8步合成了(S)-雌马酚及其对映体(R)-雌马酚，对映体纯度分别为90%和90%。
Equol, a nonsteroidal estrogen produced from the metabolism of the isoflavonoid phytoestrogen daidzein, has been synthesized as both enantioenriched forms based on MacMillan’s α-arylation of carbonyl compound mediated by amino acid derived indazolidinones and copper precatalysts. The natural form of (S)-equol and its enantiomer (R)-equol have been synthesized in 8 steps from 2,4-dimethoxybenzaldehyde with good enantiomeric purity (90%eeand 90%ee, respectively).