Rhodium-catalyzed synthesis of esters from aryl iodides and alcohols: use of alcohols with/without the assistance of aldehydes as carbon monoxide and nucleophile sources
A CO-gas-free rhodium-catalyzed alkoxycarbonylation of aryl iodide with alcohols has been developed. Alcohols, with/without the aid of an aldehyde, were used as a carbon monoxide and nucleophile source. The former synthesis afforded better yields of the alkoxycarbonylated products. Moreover, phenols also afforded phenoxycarbonylation products with high yields.
Kim, Ju Hyun,Park, Hawon,Chung, Young Keun
p. 190 - 194
(2017/01/12)
Silver(I)-Catalyzed deprotection of p -methoxybenzyl ethers: A mild and chemoselective method
The p-methoxybenzyl protecting group (PMB) on various alcohols and an acid was efficiently and selectively cleaved by the action of a catalytic amount of silver(I) hexafluoroantimonate combined with 0.5 equiv of 1,3,5- trimethoxybenzene in dichloromethane at 40 °C.
Kern, Nicolas,Dombray, Thomas,Blanc, Aurelien,Weibel, Jean-Marc,Pale, Patrick
p. 9227 - 9235,9
(2012/12/12)
Zeolite-mediated conversion of alcohols to p-methoxybenzyl ethers
Cu(OTf)2-catalyzed Et3SiH-reductive etherification of various carbonyl compounds with trimethylsilyl ethers
A triethylsilane-reductive etherification of the trimethylsilyl ethers with a variety of carbonyl compounds in good yields at room temperature employing 0.5 mol% Cu(OTf)2 as an extremely efficient catalyst is described here.
Kinetic isotope effects and substituent effects are utilized to elucidate the mechanism of the anodic oxidation of benzyl ethers at platinum in acetonitrile.All of the data, including some previously published results, are consistent with a mechanism involving phenylalkoxy carbonium ions.Much of the data is incompatible with a previous mechanistic proposal involving initial oxidative cleavage of the benzyl carbon-oxygen bond.
Boyd, Jean W.,Schmalzl, Paul W.,Miller, Larry L.
p. 3856 - 3862
(2007/10/02)
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