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Künstliche molekulare Anion‐Wirte. Die Synthese eines chiralen bicyclischen Guanidinium‐Salzes als funktionalisierte Ankergruppe für Oxo‐Anionen
Author(s) -
Gleich Alexander,
Schmidtcher Franz P.,
Scheuplein Stefan W.,
Kusche Andreas,
Brückner Reinhard,
Harms Klaus
Publication year - 1990
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19901230442
Subject(s) - chemistry , bicyclic molecule , diastereomer , stereochemistry , enantioselective synthesis , guanidine , hydroxymethyl , organic chemistry , catalysis
Artificial Molecular Anion Hosts. Synthesis of a Chiral Bicyclic Guanidinium Salt Serving as a Functionalized Anchor Group for 0x0 Anions Starting from 1‐asparagine, the synthesis of the S,S‐bis(hydroxymethyl)‐substituted bicyclic guanidinium salt 3 is described, which is obtained in 20% overall yield with a diastereomeric excess de > 98%. The guanidinium compound 3 may serve as a binding module in the enantioselective recognition of oxo anions in polytopic abiotic receptors.