106836-05-9Relevant articles and documents
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.
Reaction of cyanotrimethylsilane with oxiranes under Yb(CN)3 catalysis
Matsubara, Seijiro,Onishi, Hitoshi,Utimoto, Kiitiro
, p. 6209 - 6212 (2007/10/05)
Reaction of R3Yb, prepared from YbCl3 and RLi, with Me3SiCN gives Yb(CN)3, which is a highly efficient catalyst for regio and stereoselective cleavage of an oxirane with Me3SiCN under mild conditions
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.