18494-82-1Relevant articles and documents
A mild and efficient chemoselective tetrahydropyranylation of primary alcohols using La(NO3)3·6H2O as a catalyst under solvent-free conditions
Reddy, T. Srikanth,Ravinder,Suryakiran,Narasimhulu,Mahesh, K. Chinni,Venkateswarlu
, p. 2341 - 2344 (2006)
Primary alcohols undergo selective and efficient tetrahydropyranylation in the presence of a catalytic amount of La(NO3)3?6H2O under solvent-free conditions.
Direct Conversion of TMS-ethers to THP-ethers Catalyzed by {[K.18-Crown-6]Br3}n
Chehardoli, Gholamabbas,Zolfigol, Mohammad Ali,Derakhshanpanah, Fateme
, p. 192 - 197 (2019/04/27)
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Cyclopropenium Enhanced Thiourea Catalysis
Smajlagic, Ivor,Durán, Rocio,Pilkington, Melanie,Dudding, Travis
supporting information, p. 13973 - 13980 (2018/11/21)
An integral part of modern organocatalysis is the development and application of thiourea catalysts. Here, as part of our program aimed at developing cyclopropenium catalysts, the synthesis of a thiourea-cyclopropenium organocatalyst with both cationic hydrogen-bond donor and electrostatic character is reported. The utility of the this thiourea organocatalyst is showcased in pyranylation reactions employing phenols, primary, secondary, and tertiary alcohols under operationally simple and mild reaction conditions for a broad substrate scope. The addition of benzoic acid as a co-catalyst facilitating cooperative Br?nsted acid catalysis was found to be valuable for reactions involving phenols and higher substituted alcohols. Mechanistic investigations, including kinetic and 1H NMR binding studies in conjunction with density function theory calculations, are described that collectively support a Br?nsted acid mode of catalysis.
