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A Concise Enantiodivergent Synthesis of Equol
Synlett ( IF 1.7 ) Pub Date : 2020-11-04 , DOI: 10.1055/a-1303-9935
Shinji Tanimori , Takahito Uemura , Yusuke Saito , Motohiro Sonoda

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% ee and 90% ee, respectively).

中文翻译:

酚醛的对映异构体的简便合成

Equol是一种由异黄酮类植物雌激素黄豆苷元的代谢产生的非甾体雌激素,已被合成为对映体富集形式,这是基于MacMillan的羰基化合物的α-芳基化作用而产生的,该化合物由衍生自吲哚唑烷酮的氨基酸和铜前催化剂介导。(S)-雌马酚及其对映异构体(R)-雌马酚的天然形式已经由具有良好对映体纯度(分别为90%ee和90%ee)的2,4-二甲氧基苯甲醛分8个步骤合成。
更新日期:2020-12-11
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