Gold(III)-Catalyzed Intermolecular Oxidation-Cyclization of Ynones: Access to 4-Substituted Chroman-3-ones
A synthesis of 4-substituted chroman-3-one derivatives has been developed through a gold(III) catalyzed oxidation-cyclization of ynones in good to excellent yield using easily prepared substrates. A broad range of synthetically useful functional groups (halide, alkene, alkyne, phenolic hydroxyl) were tolerated. Further application of this method paves a new way to prepare the skeleton of oblarotenoids. A cascade oxidative cyclization for construction of pyrano[2,3-c]chromen-1(5H)-one derivatives is also presented. (Figure presented.).
Li, Jian,Yang, Fang,Ma, Yang-Ting,Ji, Kegong
supporting information
p. 2148 - 2153
(2019/03/28)
Ring-closing metathesis dimerizations of enynes and deprotections of propargyl ethers mediated by carbene ruthenium complexes
The ring-forming dimerizations of enynes were catalyzed by the first-generation carbene ruthenium complex, and the effects of the catalysts and ethylene gas were studied. The deprotection of propargyl ethers by the carbene ruthenium complexes is the first to be reported. Wiley-VCH Verlag GmbH & Co. KGaA1 69451 Weinheim, Germany, 2005.
Hahn, Dong-Woo,Byun, Dong-Min,Tae, Jinsung
p. 63 - 67
(2007/10/03)
A hierarchy of aryloxide deprotection by boron tribromide
Aryl propargyl ethers and esters are cleaved selectively in the presence of aryl methyl ethers and esters by boron tribromide in dichloromethane. Under the same conditions, allyl ethers undergo very rapid Claisen rearrangement, and benzyl ethers are also cleaved more rapidly than propargyl. A mechanism involving intramolecular delivery of bromide to the propargyl terminus is proposed.
Punna, Sreenivas,Meunier, Stephane,Finn
p. 2777 - 2779
(2007/10/03)
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