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Polymer‐Supported Catalytic Asymmetric Sharpless Dihydroxylations of Olefins
Author(s) -
Bolm Carsten,
Gerlach Arne
Publication year - 1998
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/(sici)1099-0690(199801)1998:1<21::aid-ejoc21>3.0.co;2-0
Subject(s) - chemistry , catalysis , ligand (biochemistry) , homogeneous catalysis , polymer , dihydroxylation , heterogeneous catalysis , osmium , filtration (mathematics) , organic chemistry , homogeneous , solvent , combinatorial chemistry , polymer chemistry , enantioselective synthesis , ruthenium , biochemistry , statistics , receptor , mathematics , physics , thermodynamics
The need for catalyst systems for the asymmetric dihydroxylation of olefins (AD) that combine the positive characteristics of the original homogeneous osmium catalysts with the ease of separation of heterogeneous catalysts led to the introduction of polymer‐supported alkaloid ligands. Two major strategies for ligand recovery will be discussed here: (a) Attachment of the alkaloids to a solid support, such as an organic polymer or silica gel. After catalysis the ligands can easily be recycled by simple filtration. (b) The alkaloids are anchored to a polymeric unit which allows catalysis to be performed under homogeneous conditions. After the reaction is complete, the ligand is isolated by precipitation upon addition of solvent followed by filtration. Recent results of investigations of both strategies will be presented.