Silyl-Modified Analogues of 2-Tritylpyrrolidine: Synthesis and Applications in Asymmetric Organocatalysis

Bauer, J., Stiller, J., Marques-Lopez, E., Strohfeldt, K. A., Christmann, M. and Strohmann , C. (2010) Silyl-Modified Analogues of 2-Tritylpyrrolidine: Synthesis and Applications in Asymmetric Organocatalysis. Chemistry - A European Journal, 16 (42). pp. 12553-12558. ISSN 0947-6539 doi: 10.1002/chem.201002166

Abstract/Summary

Silicon-based organocatalysts: In an effort to study the effects of substituting carbon by silicon within the catalyst backbone, we developed an efficient synthesis of (S)-2-triphenylsilylpyrrolidine [(S)-2]. The evaluation of (S)-2 against its carbon analogue (S)-1 in two organocatalytic reactions is complemented by computational studies.