A gold-catalyzed cycloisomerization/aerobic oxidation cascade strategy for 2-aryl indenones from 1,5-enynes

A unique gold(i)-catalyzed 5-endo-dig cyclization/aerobic oxidation cascade strategy from 1,5-enyne substrates with molecular oxygen as the oxidant to yield the indenone was described. The reaction mechanism was studied by heavy atom labelling and some related experiments. This method was applied to...

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Veröffentlicht in:Organic & biomolecular chemistry 2018-12, Vol.16 (47), p.9147-9151
Hauptverfasser: Guo, Jia, Peng, Xiaoshi, Wang, Xiaoyu, Xie, Fukai, Zhang, Xinhang, Liang, Guoduan, Sun, Zenghui, Liu, Yongxiang, Cheng, Maosheng, Liu, Yang
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container_end_page 9151
container_issue 47
container_start_page 9147
container_title Organic & biomolecular chemistry
container_volume 16
creator Guo, Jia
Peng, Xiaoshi
Wang, Xiaoyu
Xie, Fukai
Zhang, Xinhang
Liang, Guoduan
Sun, Zenghui
Liu, Yongxiang
Cheng, Maosheng
Liu, Yang
description A unique gold(i)-catalyzed 5-endo-dig cyclization/aerobic oxidation cascade strategy from 1,5-enyne substrates with molecular oxygen as the oxidant to yield the indenone was described. The reaction mechanism was studied by heavy atom labelling and some related experiments. This method was applied to the formal total synthesis of isoprekinamycin.
doi_str_mv 10.1039/c8ob02582g
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source Royal Society Of Chemistry Journals; Alma/SFX Local Collection
subjects Aromatic compounds
Crystallography
Gold
Isomerization
Labeling
Oxidation
Oxygen
Reaction mechanisms
Substrates
title A gold-catalyzed cycloisomerization/aerobic oxidation cascade strategy for 2-aryl indenones from 1,5-enynes
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