Asymmetric Intermolecular C−H Activation, Using Immobilized Dirhodium Tetrakis((S)-N-(dodecylbenzenesulfonyl)- prolinate) as a Recoverable Catalyst
- 17 January 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 5 (4), 479-482
- https://doi.org/10.1021/ol0273506
Abstract
Heterogenization of dirhodium tetrakis((S)-N-dodecylbenzenesulfonyl)prolinate) (Rh2(S-DOSP)4) can be readily achieved on a pyridine functionalized highly cross-linked polystyrene resin. The immobilized complex is readily recycled and exhibits excellent catalytic activity for asymmetric intermolecular C−H activation by means of rhodium carbenoid induced C−H insertion.Keywords
This publication has 22 references indexed in Scilit:
- Preparation and Catalytic Properties of Immobilized Chiral Dirhodium(II) CarboxamidatesOrganometallics, 2002
- Aza-bis(oxazolines): New Chiral Ligands for Asymmetric CatalysisOrganic Letters, 2000
- Effect of carbenoid structure on the reactions of rhodium-stabilized carbenoids with cycloheptatrieneTetrahedron Letters, 2000
- Catalytic Asymmetric C−H Activation of Alkanes and TetrahydrofuranJournal of the American Chemical Society, 2000
- From Homogeneous to Heterogeneous Catalysis: Novel Anchoring of Polypyrazolylborate Copper(I) Complexes on Silica Gel through Classical and Nonclassical Hydrogen Bonds. Use as Catalysts of the Olefin Cyclopropanation ReactionOrganometallics, 2000
- Catalytic Asymmetric Synthesis ofSyn-Aldol Products from Intermolecular C−H Insertions between Allyl Silyl Ethers and Methyl AryldiazoacetatesOrganic Letters, 1999
- Highly Regio-, Diastereo-, and Enantioselective C−H Insertions of Methyl Aryldiazoacetates into Cyclic N-Boc-Protected Amines. Asymmetric Synthesis of Novel C2-Symmetric Amines and threo-MethylphenidateJournal of the American Chemical Society, 1999
- Enantioselective Synthesis of d-threo-MethylphenidateJournal of the American Chemical Society, 1999
- Asymmetric Intermolecular Carbenoid C−H Insertions Catalyzed by Rhodium(II) (S)-N-(p-Dodecylphenyl)sulfonylprolinateJournal of the American Chemical Society, 1997
- Enantioselective metal carbene transformations with polyethylene-bound soluble recoverable dirhodium(II) 2-pyrrolidone-5(S)-carboxylatesThe Journal of Organic Chemistry, 1992