81712-60-9Relevant academic research and scientific papers
Proton or Carbene Transfer? On the Dark and Light Reaction of Diazoalkanes with Alcohols
Empel, Claire,He, Feifei,Jana, Sripati,Koenigs, Rene M.,Pei, Chao
, (2022/02/21)
The formal alkylation reaction of OH groups with diazoalkanes under catalyst-free reaction conditions finds broad application in organic synthesis. However, even today, this reaction is mainly limited to the use of diazomethane as reaction partner. In thi
Mild benzhydrylation and tritylation of saccharidic hydroxyls promoted by acid washed molecular sieves
Adinolfi, Matteo,Barone, Gaspare,Iadonisi, Alfonso,Schiattarella, Marialuisa
, p. 3733 - 3735 (2007/10/03)
Commercially available 4 ? acid washed molecular sieves (AW 300 MS) promote the protection of primary and secondary saccharidic alcohols through a dehydration mechanism and in the absence of any strong protic or Lewis acid.
Yb(OTf)3/FeCl3 mediated facile conversion of alcohols, ketals and acid sensitive ethers into diphenylmethyl (DPM) ethers
Sharma,Rajendra Prasad,Mahalingam
, p. 759 - 761 (2007/10/03)
10 mol% Yb(OTf)3 or FeCl3 have been developed as efficient reagents for the conversion of alcohols into diphenylmethyl (DPM) ethers. Similarly, FeCl3 has also been advantageously utilised to successfully convert ketals and
DIPHENYLMETHYLATION OF CARBOHYDRATE HYDROXYL GROUPS BY THE REACTION WITH DIAZO(DIPHENYL)METHANE
Jackson, Graham,Jones, Haydn F.,Petursson, Sigthor,Webber, John M.
, p. 147 - 158 (2007/10/02)
Diphenylmetylation of carbohydrate hydroxyl groups may be effected by the thermal reaction with diazo(diphenyl)methane in absence of catalysts.Migration of the labile ester groups of methyl 2,3,4-tri-O-acetyl-α-D-glucopyranoside and 3-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose does not occur during diphenylmethylation by this procedure.The diphenylmethyl group may be readily removed by catalytic hydrogenolysis, and is sufficiently acid-stable to enable the selective hydrolysis of acetal groups.Its use as an O-4 protecting-group and as a non-participating O-2 protecting-group in α-glucoside synthesis has been demonstrated in syntheses of methyl 2,3,6-tri-O-methyl-α-D-glucopyranoside and kojibiose octa-acetate, respectively.
