A Facile Synthesis of Cyanohydrin Trimethylsilyl Ethers by the Addition Reaction of Trimethylsilyl Cyanide with Aldehydes under Basic Condition

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Kinetics 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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Phosphotungstic Acidcatalyzed Strecker Three-Component Reaction of Amino Acids, Aldehydes, and Trimethylsilyl Cyanide

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Synthesis 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...

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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 catalyst.

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Trimethylsilyl trifluoromethanesulfonate-accelerated addition of catalytically generated zinc acetylides to aldehydes.

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ژورنال

عنوان ژورنال: Chemistry Letters

سال: 1991

ISSN: 0366-7022,1348-0715

DOI: 10.1246/cl.1991.537