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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Bibliographic Details
Published in:Organic & biomolecular chemistry 2018-12, Vol.16 (47), p.9147-9151
Main Authors: Guo, Jia, Peng, Xiaoshi, Wang, Xiaoyu, Xie, Fukai, Zhang, Xinhang, Liang, Guoduan, Sun, Zenghui, Liu, Yongxiang, Cheng, Maosheng, Liu, Yang
Format: Article
Language:English
Subjects:
Aromatic compounds
Crystallography
Gold
Isomerization
Labeling
Oxidation
Oxygen
Reaction mechanisms
Substrates
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Summary: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob02582g