Organocatalytic asymmetric cascade 1,6-addition/hemiketalization/retro-Henry reaction of ortho-hydroxyphenyl-substituted p-QMs with α-nitroketones.
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Organocatalytic asymmetric cascade 1,6-addition/hemiketalization/retro-Henry reaction of ortho-hydroxyphenyl-substituted p-QMs with α-nitroketones.

Zhou, Jing;Bai, Li-Juan;Liang, Guo-Juan;Xu, Qi-Gui;Zhou, Li-Ping;Zhou, Hui;
Organic & biomolecular chemistry 2020
307
zhou2020organocatalyticorganic

Abstract

A novel organocatalytic asymmetric cascade 1,6-addition/hemiketalization/retro-Henry reaction of ortho-hydroxyphenyl-substituted p-QMs with α-nitroketones is described. A variety of novel chiral 2-(1-(4-hydroxyphenyl)ethyl)phenols are constructed for the first time with high yields (up to 92%) and excellent enantioselectivities (up to >99% ee) under mild reaction conditions. A gram-scale experiment of this process is also presented.

Keywords

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DOI:
10.1039/d0ob00397b

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ID: 100945
Ref Key: zhou2020organocatalyticorganic
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