Transition-metal-free aerobic oxidative cleavage of C-C bonds in α-hydroxy ketones and mechanistic insight to the reaction pathway

Hui Liu; Chao Dong; Zeguang Zhang; Peiyu Wu; Xuefeng Jiang

doi:10.1002/anie.201207206

Transition-metal-free aerobic oxidative cleavage of C-C bonds in α-hydroxy ketones and mechanistic insight to the reaction pathway

Hui Liu
, Chao Dong
, Zeguang Zhang
, Peiyu Wu
, Xuefeng Jiang^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

129 Scopus citations

Abstract

Clear cut: For the title reaction, O₂, the ideal oxidant, was used as the only oxidizing reagent. The dimer intermediate (see scheme) and isotopic labeling control experiments with ¹⁸O₂ partially disclosed the reaction mechanism.

Original language	English
Pages (from-to)	12570-12574
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	50
DOIs	https://doi.org/10.1002/anie.201207206
State	Published - 7 Dec 2012

Keywords

C-C bond cleavage
esterification
oxidation
synthetic methods
α-hydroxy ketones

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10.1002/anie.201207206

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title = "Transition-metal-free aerobic oxidative cleavage of C-C bonds in α-hydroxy ketones and mechanistic insight to the reaction pathway",

abstract = "Clear cut: For the title reaction, O2, the ideal oxidant, was used as the only oxidizing reagent. The dimer intermediate (see scheme) and isotopic labeling control experiments with 18O2 partially disclosed the reaction mechanism.",

keywords = "C-C bond cleavage, esterification, oxidation, synthetic methods, α-hydroxy ketones",

author = "Hui Liu and Chao Dong and Zeguang Zhang and Peiyu Wu and Xuefeng Jiang",

year = "2012",

month = dec,

day = "7",

doi = "10.1002/anie.201207206",

language = "英语",

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T1 - Transition-metal-free aerobic oxidative cleavage of C-C bonds in α-hydroxy ketones and mechanistic insight to the reaction pathway

AU - Liu, Hui

AU - Dong, Chao

AU - Zhang, Zeguang

AU - Wu, Peiyu

AU - Jiang, Xuefeng

PY - 2012/12/7

Y1 - 2012/12/7

N2 - Clear cut: For the title reaction, O2, the ideal oxidant, was used as the only oxidizing reagent. The dimer intermediate (see scheme) and isotopic labeling control experiments with 18O2 partially disclosed the reaction mechanism.

AB - Clear cut: For the title reaction, O2, the ideal oxidant, was used as the only oxidizing reagent. The dimer intermediate (see scheme) and isotopic labeling control experiments with 18O2 partially disclosed the reaction mechanism.

KW - C-C bond cleavage

KW - esterification

KW - oxidation

KW - synthetic methods

KW - α-hydroxy ketones

UR - https://www.scopus.com/pages/publications/84870585765

U2 - 10.1002/anie.201207206

DO - 10.1002/anie.201207206

M3 - 文章

C2 - 23129361

AN - SCOPUS:84870585765

SN - 1433-7851

VL - 51

SP - 12570

EP - 12574

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 50

ER -

Transition-metal-free aerobic oxidative cleavage of C-C bonds in α-hydroxy ketones and mechanistic insight to the reaction pathway

Abstract

Keywords

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