Enantioselective Addition Reaction of Trimethylsilyl Cyanide with Aldehydes Using a Chiral Tin(II) Lewis Acid

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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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Efficient Synthesis and Analysis of Chiral Cyanohydrins

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ژورنال

عنوان ژورنال: Chemistry Letters

سال: 1991

ISSN: 0366-7022,1348-0715

DOI: 10.1246/cl.1991.541