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双功能有机催化剂催化的5-吡唑啉酮酮亚胺的溶剂控制化学选择性不对称氢过氧化和羟基化反应环境

Environment of Solvent-Controlled Chemoselective Asymmetric Hydroperoxidation and Hydroxylation of 5-Pyrazolone Ketimines Catalyzed by Bifunctional Organocatalysts.

作者信息

Lin Xiangfeng, Long Bo, Lei Hanhui, Liu Terence Xiaoteng, Yuan Zhanhui

机构信息

College of Materials Engineering, Fujian Agriculture and Forestry University, Fuzhou 350108, China.

College of Mechanical and Electrical Engineering, Fujian Agriculture and Forestry University, Fuzhou 350108, China.

出版信息

ACS Omega. 2025 Mar 11;10(11):11225-11230. doi: 10.1021/acsomega.4c10608. eCollection 2025 Mar 25.

DOI:10.1021/acsomega.4c10608
PMID:40160784
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11947773/
Abstract

Chemoselectivity often garners significant attention in organic synthesis, serving as a primary strategy for producing a variety of functionalized products from the same substrate. The first environment of solvent-controlled chemoselective asymmetric hydroperoxidation and hydroxylation of 5-pyrazolone ketimines has been achieved, using an acid-base bifunctional chiral squaramide as the organocatalyst, affording a range of enantioenriched products of hydroperoxidation and hydroxylation with high stereoselectivities (up to 90% ).

摘要

化学选择性在有机合成中常常备受关注，它是从同一底物制备多种功能化产物的主要策略。利用酸碱双功能手性方酰胺作为有机催化剂，首次实现了溶剂控制的5-吡唑啉酮酮亚胺的化学选择性不对称氢过氧化和羟基化反应，得到了一系列具有高立体选择性（高达90%）的对映体富集的氢过氧化和羟基化产物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48bb/11947773/32e7ca477146/ao4c10608_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48bb/11947773/cb37555dadd7/ao4c10608_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48bb/11947773/794da9e775f8/ao4c10608_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48bb/11947773/e682acb0e89f/ao4c10608_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48bb/11947773/32e7ca477146/ao4c10608_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48bb/11947773/cb37555dadd7/ao4c10608_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48bb/11947773/794da9e775f8/ao4c10608_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48bb/11947773/e682acb0e89f/ao4c10608_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48bb/11947773/32e7ca477146/ao4c10608_0004.jpg

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