منابع مشابه
Phosphotungstic Acidcatalyzed Strecker Three-Component Reaction of Amino Acids, Aldehydes, and Trimethylsilyl Cyanide
A simple and efficient one-pot, three-component Strecker reaction of protected amino acids, aromatic aldehydes, and trimethylsilyl cyanide has been developed for the synthesis of chiral α-amino nitriles. The reaction was carried out in the presence of catalytic amount of phosphotungstic acid (H3[P(W3O10)4]) as an environmentally friendly cata...
متن کاملSynthesis of Glycosyl Cyanides by the Reaction of 1-5-Phosphorothioates of Carbohydrates with Trimethylsilyl Cyanide
A new procedure is described for the synthesis of a,/?-glycosyl cyanides by the reaction of per-O-benzylated S-a-D-glycopyranosyl phosphorothioates with trimethylsilyl cyanide in the presence of Lewis acid. Starting S-glycosyl phosphorothioates are prepared, directly, from O-benzyl protected reducing D-hexopyranoses (gluco-, galacto-, manno-) and alkylammonium salt of phosphorothioic acid under...
متن کاملOn the Reactions of CF3SF4C1, (CF3)2SF2, SF4, and 0SC12 with Trimethylsilyl Cyanide
A moderately stable hexacoordinated sulfur(VI) compound with four different kinds of ligands, CF3SF2(CN)2C1, results when CF3SF4CI is reacted with (CH3)3SiCN. The latter compound also gives F2S(CN)2 and (CF3)2S(CN)2 with SF4 and (CF3)2SF2, respectively. These tetracoordinated suifur(IV) compounds decompose rapidly at 25 °C but are stable at lower temperatures. With OSCl2 and SC12, the white sol...
متن کاملBrønsted acid-catalyzed efficient Strecker reaction of ketones, amines and trimethylsilyl cyanide.
A general method for the one-pot, three-component Strecker reaction of ketones was developed using Brønsted acids as organocatalysts. A series of alpha-aminonitriles were obtained in good to excellent yields (79-99%). A preliminary extension to a catalytic enantioselective three-component Strecker reaction of ketones (up to 40% ee) is also described.
متن کاملKinetics and mechanism of the racemic addition of trimethylsilyl cyanide to aldehydes catalysed by Lewis bases.
The mechanism by which four Lewis bases, triethylamine, tetrabutylammonium thiocyanate, tetrabutylammonium azide and tetrabutylammonium cyanide, catalyse the addition of trimethylsilyl cyanide to aldehydes is studied by a combination of kinetic and spectroscopic methods. The reactions can exhibit first or second order kinetics corresponding to three different reaction mechanisms. Spectroscopic ...
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ژورنال
عنوان ژورنال: Synlett
سال: 2015
ISSN: 0936-5214,1437-2096
DOI: 10.1055/s-0034-1380231