Premium
Enzyme Mimics for Michael Additions with Novel Proton Transport Groups
Author(s) -
Simón Luis,
Muñiz Francisco M.,
Sáez Silvia,
Raposo César,
Morán Joaquín R.
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200701207
Subject(s) - chemistry , pyrrolidine , michael reaction , pyrroline , substrate (aquarium) , enantiomer , receptor , stereochemistry , enzyme , catalysis , enantioselective synthesis , organic chemistry , biochemistry , oceanography , geology
Molecular receptors with an enzyme‐like behavior in the Michael addition of pyrrolidine to an α,β‐unsaturated lactam have been designed. Catalytic activities are discussed and related to the substrate association constants. Chiral assistance of enantiomerically pure receptors was also investigated. One of the receptors shows a 4:1 enantiomeric ratio (60 % ee ) for the addition of pyrrolidine and 3‐pyrroline.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)