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Start Over Author "Yong-fei YU" Journal chem. sci.
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1. Generation of gold carbenes in water: efficient intermolecular trapping of the α-oxo gold carbenoids by indoles and anilines

Author

Yong-Fei Yu, Long-Wu Ye, Xin-Yu Xiao, Long Li, Chao Shu, and Bo Zhou

Subjects
chemistry.chemical_classification, Chemistry, Intermolecular force, Alkyne, General Chemistry, Trapping, Reaction intermediate, Photochemistry, Combinatorial chemistry, Catalysis, chemistry.chemical_compound, Aniline, Nucleophile, Carbene
Abstract

The efficient intermolecular reaction of gold carbene intermediates, generated via gold-catalyzed alkyne oxidation, with indoles and anilines has been realized in aqueous media. Importantly, it was revealed for the first time that water could dramatically suppress the undesired over-oxidation, providing a general and practical solution to the problem of over-oxidation in gold-catalyzed intermolecular alkyne oxidation with external nucleophiles. This strategy was successfully applied to the formal synthesis of the Pfizer's chiral endothelin antagonist UK-350,926.

Published
2014
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