34764-02-8Relevant articles and documents
Antimony(v) catalyzed acetalisation of aldehydes: An efficient, solvent-free, and recyclable process
Ugarte, Renzo Arias,Hudnall, Todd W.
, p. 1990 - 1998 (2017/06/09)
A highly selective, solvent-free process for the acetalisation of aldehydes was achieved by the use of a readily accessible antimony(v) catalyst which we previously prepared in our lab as a tetraarylstibonium triflate salt ([1][OTf]). High yields of the acetals were achieved in the presence of stoichimetric amounts of either triethoxymethane or triethoxysilane. It was found that triethoxymethane reactions required longer time to reach completion when compared to triethoxysilane reactions which were completed upon mixing of the reagents. The products can be easily separated from the catalyst by distillation which enabled further use of [1][OTf] in additional calytic reactions (up to 6 cycles). Moreover, [1]+ also catalyzed the deprotection of the acetals into their corresponding aldehydes using only water as a solvent.
A simple, efficient and general procedure for acetalization of carbonyl compounds and deprotection of acetals under the catalysis of indium(III) chloride
Ranu, Brindaban C.,Jana, Ranjan,Samanta, Sampak
, p. 446 - 450 (2007/10/03)
Indium (III) chloride efficiently catalyzes the protection of a variety of aldehydes and ketones to their corresponding 1,3-dioxolanes and dialkyl acetals in refluxing cyclohexane. On the other hand, deprotection of acetals is also achieved in refluxing aqueous methanol under the catalysis of indium(III) chloride.
TiCl4-Catalyzed Addition of HN3 to Aldehydes and Ketones. Thermolysis and Photolysis of α-Azido Ethers
Hassner, Alfred,Fibiger, Richard,Amarasekara, Ananda S.
, p. 22 - 27 (2007/10/02)
Aldehydes react with hydrazoic acid and alcohols in the presence of catalytic amounts of TiCl4 to produce α-azido ethers.The conversion of simple ketones to methyl α-azido alkyl ethers can be accomplished by means of hydrazoic acid and methyl orthoformate.Both gas-phase thermolysis and photolysis of representative α-azido ethers were studied and shown to produce mainly imino ethers.In the thermolysis, migratory preference decreases in the series H >> CH3 > Ph >> OR.