Premium
Polymer‐Supported C 2 ‐Symmetric Ligands for Palladium‐Catalyzed Asymmetric Allylic Alkylation Reactions
Author(s) -
Trost Barry M.,
Pan Zhengying,
Zambrano Jorge,
Kujat Christof
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200290018
Subject(s) - tsuji–trost reaction , palladium , catalysis , alkylation , allylic rearrangement , polymer , chemistry , polymer chemistry , organic chemistry
The choice of scaffold and tether has a marked influence on the enantiomeric excesses obtained in Pd‐catalyzed asymmetric allylic alkylations, such as the cyclization of the bisurethane 1 to the oxazolidin‐2‐one 2 [Eq. (1); Ts= p ‐toluenesulfonate], performed with polymer‐supported chiral catalysts. The best results were obtained by using an ArgoGel resin, an amide tether, and a pyrrolidine scaffold.