Abstract
New bifunctional atropisomeric thioureas 1 were synthesised and tested as both a mixture of diastereomers (a R/a S)-( R, R)- 1 and as single diastereomers (a R)-( R, R)- 1 and (a R)-( S, S)- 1, in the organocatalysed, enantioselective, cyanosilylation of a range of aldehydes (aromatic and aliphatic). Moderate enantiomeric excesses (up to 69% ee) and quantitative yields were obtained. The best results were achieved using a mixture of thiourea diastereomers (a R/a S)-( R, R)- 1 instead of the single diastereomers alone.
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