106836-07-1Relevant academic research and scientific papers
Regioselective mono-deprotection of di-ferf-butylsilylene acetal derived from 1,3-diol with ammonium fluoride
Ohtawa, Masaki,Tomoda, Hiroshi,Nagamitsu, Tohru
supporting information, p. 113 - 118 (2014/02/14)
Here we report a novel and efficient method for the regioselective mono-deprotection of di-terf-butylsilylene acetals derived from 1,3-diols consisting of primary and secondary alcohols. The ammonium fluoride-mediated reactions of pyripyropene A derivative, thymidine and uridine derivatives, methyl β-D-glucofuranoside, and pyranoside derivatives each gave the corresponding primary alcohol with high regioselectivity.
Ring Opening of Epoxides with Acetone Cyanohydrin Catalyzed by Lanthanoid(III) Alkoxides
Ohno, Hiroshi,Mori, Atsunori,Inoue, Shohei
, p. 975 - 978 (2007/10/02)
Ring opening of epoxide and aziridine with acetone cyanohydrin is promoted by a catalytic amount of lanthanoid(III) alkoxide to provide β-hydroxy nitrile and β-amino nitrile, respectively.
Easy Direct Stereo- and Regioselective Formation of β-Hydroxy Nitriles by Reaction of 1,2-Epoxides with Potassium Cyanide in the Presence of Metal Salts
Chini, Marco,Crotti, Paolo,Favero, Lucilla,Macchia, Franco
, p. 4775 - 4778 (2007/10/02)
A simple efficient, anti stereoselective, and highly regioselective method for the synthesis of β-hydroxy nitriles by the direct opening of 1,2-epoxides with KCN in acetonitrile, in the presence of metal salts, is described.This new method appears to be competitive with the other methods previously reported. Key words: β-hydroxy nitriles; epoxide opening reactions; regioselectivity; catalysts.
Reaction of Cyanotrimethylsilane with Oxiranes. Effect of Catalysts or Mediators on Regioselectivity and Ambident Character
Imi, Katsuharu,Yanagihara, Naoto,Utimoto, Kiitiro
, p. 1013 - 1016 (2007/10/02)
Reaction of cyanotrimethylsilane with oxiranes under the catalytic action of Lewis acids Pd(CN)2, SnCl2, or Me3Ga affords 2-trimethylsiloxy isocyanides by regio- and stereoselective attack of isocyanide on the more substituted carbon.The reaction mediated by aluminium alkoxides gives predominantly 3-trimethylsiloxy nitriles by the selective attack of cyanide on the less substituted carbon.
