Synthesis of chiral chromanols via a RuPHOX- Ru catalyzed asymmetric hydrogenation of chromones

Synthesis of chiral chromanols via a RuPHOX- Ru catalyzed asymmetric hydrogenation of chromones
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通过 RuPHOX-Ru 催化色酮不对称氢化合成手性色醇

DOI:
10.1039/c8cc07787h
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发表时间:
2018-12-14
影响因子:
4.9
通讯作者:
Zhang, Wanbin
Zhang, Wanbin
中科院分区:
化学2区
文献类型:
--
作者:
Ma, Yujie;Li, Jing;Zhang, Wanbin

文献摘要

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通过RuPhOX-Ru催化色酮的不对称氢化反应,高产率地合成了手性色满醇及其衍生物,产率为>20:1,ee高达99.9%。对照实验表明,该反应先后经历了C?C和C?O两个键的不对称加氢反应。该反应可以在克规模上进行,催化剂负载量相对较低(高达1000 S/C),生成的产物可以转化为几种具有生物活性的化合物。
Chiral chromanols and their derivatives have been synthesized via a RuPHOX-Ru catalyzed asymmetric hydrogenation of chromones in high yields, >20:1 drs and with up to 99.9% ee. Control experiments show that the reaction undergoes two sequential asymmetric hydrogenation steps of the C?C and C?O double bonds. The reaction could be performed on a gram-scale with a relatively low catalyst loading (up to 1000 S/C), and the resulting products can be transformed to several biologically active compounds.