Facile synthesis of 1,2-aminoalcohols via α-C–H aminoalkylation of alcohols by photoinduced hydrogen-atom transfer catalysis

文献信息

发布日期 2023-11-16

DOI 10.1039/D3SC05305A

影响因子 9.825

作者

Joaquim Caner, Akira Matsumoto

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摘要

1,2-Aminoalcohols are common motifs found in a wide range of natural products and pharmaceutical compounds. Here we report a photocatalytic method for the direct conversion of readily available aliphatic alcohols into synthetically valuable 1,2-aminoalcohols. A dual catalytic system consisting of an acridinium photoredox catalyst and a cationic hydrogen-atom transfer (HAT) catalyst based on 1,4-diazabicyclo[2.2.2]octane (DABCO) enables an efficient and site-selective HAT from the α-C–H bonds of unprotected primary and secondary alcohols. The subsequent radical addition to a newly designed chiral N-sulfinyl α-iminoester afforded various 1,2-aminoalcohols, including enantiomerically enriched ones, under mild photochemical conditions with high atom and step economy.

期刊推荐

Dalton Transactions

Physics of Life Reviews

Phytochemistry Reviews

Catalysis Communications

Current Organic Synthesis

Nature Materials

Organic & Biomolecular Chemistry

Crystal Growth & Design

Nature Methods

Current Topics in Medicinal Chemistry

来源期刊

Chemical Science

CiteScore: 14.4

自引率: 3.9%

年发文量: 1413

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Facile synthesis of 1,2-aminoalcohols via α-C–H aminoalkylation of alcohols by photoinduced hydrogen-atom transfer catalysis

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来源期刊

Chemical Science

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