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Silyl‐Modified Analogues of 2‐Tritylpyrrolidine: Synthesis and Applications in Asymmetric Organocatalysis
Author(s) -
Bauer Jonathan O.,
Stiller Julian,
MarquésLópez Eugenia,
Strohfeldt Katja,
Christmann Mathias,
Strohmann Carsten
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201002166
Subject(s) - organocatalysis , silylation , chemistry , enantioselective synthesis , combinatorial chemistry , organic chemistry , stereochemistry , catalysis
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.