Recoverable and recyclable chiral organic catalysts

In the present perspective article a few selected, significant works reported in the field of supported chiral organic catalysts will be presented, with a special attention to the papers appeared that after 2002. A few considerations on the methodologies, the future and the problems related to the immobilization of chiral organic catalysts will also be briefly discussed.

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[9]  G. Celentano,et al.  Poly(ethylene glycol)‐Supported Chiral Imidazolidin‐4‐one: An Efficient Organic Catalyst for the Enantioselective Diels–Alder Cycloaddition , 2002 .

[10]  G. London,et al.  Enantioselective direct aldol addition of acetone to aliphatic aldehydes. , 2003, Chirality.

[11]  M. Benaglia,et al.  Immobilization of catalysts derived from Cinchona alkaloids on modified poly(ethylene glycol) , 2003 .

[12]  S. Denmark,et al.  Synthesis of Phosphoramides for the Lewis Base-Catalyzed Allylation and Aldol Addition Reactions. , 1999, The Journal of organic chemistry.

[13]  Yian Shi,et al.  Asymmetric epoxidation catalyzed by N-aryl-substituted oxazolidinone-containing ketones: further evidence for electronic effects. , 2003, Organic letters.

[14]  P. Váchal,et al.  Structure-based analysis and optimization of a highly enantioselective catalyst for the strecker reaction. , 2002, Journal of the American Chemical Society.

[15]  S. Denmark,et al.  Mechanistic insights into the chiral phosphoramide-catalyzed, enantioselective crossed-aldol reactions of aldehydes. , 2005, The Journal of organic chemistry.

[16]  M. Benaglia,et al.  Poly(ethylene glycol)-supported tetrahydroxyphenyl porphyrin: a convenient, recyclable catalyst for photooxidation reactions. , 2002, Organic letters.

[17]  S. Denmark,et al.  The Development of Chiral, Nonracemic Dioxiranes for the Catalytic, Enantioselective Epoxidation of Alkenes , 1999 .

[18]  T. Lectka,et al.  Asymmetric catalysis on sequentially-linked columns. , 2001, Journal of the American Chemical Society.

[19]  Y. Ye,et al.  Recent progress on immobilization of enzymes on molecular sieves for reactions in organic solvents , 2002, Applied biochemistry and biotechnology.

[20]  T. Bui,et al.  Structure and catalytic activity of some soluble polyethylene glycol–peptide conjugates , 2004 .

[21]  A. Puglisi,et al.  Polymer-supported organic catalysts. , 2003, Chemical reviews.

[22]  C. Audouard,et al.  Solution- and Solid-Phase Approaches in Asymmetric Phase-Transfer Catalysis by Cinchona Alkaloid Derivatives , 2001 .

[23]  J. Gawroński,et al.  Cinchona Alkaloids and Their Derivatives: Versatile Catalysts and Ligands in Asymmetric Synthesis , 2001 .

[24]  S. Denmark,et al.  Chiral phosphoramide-catalyzed enantioselective addition of allylic trichlorosilanes to aldehydes. Preparative studies with bidentate phosphorus-based amides. , 2006, The Journal of organic chemistry.

[25]  S. Chandrasekaran,et al.  Proline and benzylpenicillin derivatives grafted into mesoporous MCM-41: Novel organic-inorganic hybrid catalysts for direct aldol reaction , 2003 .

[26]  Eric N. Jacobsen,et al.  SCHIFF BASE CATALYSTS FOR THE ASYMMETRIC STRECKER REACTION IDENTIFIED AND OPTIMIZED FROM PARALLEL SYNTHETIC LIBRARIES , 1998 .

[27]  S. Quici,et al.  Poly(ethylene glycol)-supported TEMPO: an efficient, recoverable metal-free catalyst for the selective oxidation of alcohols. , 2004, Organic letters.

[28]  G. Priem,et al.  The design of novel N-4'-pyridinyl-alpha-methyl proline derivatives as potent catalysts for the kinetic resolution of alcohols. , 2003, The Journal of organic chemistry.

[29]  R. Álvarez,et al.  NEW POLYMER-SUPPORTED CATALYSTS DERIVED FROM CINCHONA ALKALOIDS : THEIR USE IN THE ASYMMETRIC MICHAEL REACTION , 1999 .

[30]  J. Skidmore,et al.  Efficient Asymmetric Epoxidation of α,β-Unsaturated Ketones Using a Soluble Triblock Polyethylene Glycol−Polyamino Acid Catalyst , 2001 .

[31]  A. Fernández-Mayoralas,et al.  Asymmetric aldol reaction using immobilized proline on mesoporous support , 2005 .

[32]  S. Tsogoeva,et al.  Juliá-Colonna Asymmetric Epoxidation in a Continuously Operated Chemzyme Membrane Reactor , 2002 .

[33]  Franco Cozzi.  Immobilization of Organic Catalysts: When, Why, and How , 2006 .

[34]  S. Denmark,et al.  Chiral phosphoramide-catalyzed enantioselective addition of allylic trichlorosilanes to aldehydes. Preparative and mechanistic studies with monodentate phosphorus-based amides. , 2006, The Journal of organic chemistry.

[35]  M. Sigman,et al.  A General Catalyst for the Asymmetric Strecker Reaction This work was supported by the NIH (GM-43214). A postdoctoral fellowship to M.S.S. (NIH), and a predoctoral fellowship to P.V. sponsored by Alfred Bader are gratefully acknowledged. , 2000, Angewandte Chemie.

[36]  G. Celentano,et al.  Poly(Ethylene Glycol)‐Supported Proline: A Versatile Catalyst for the Enantioselective Aldol and Iminoaldol Reactions , 2002 .

[37]  Ming Li,et al.  beta-cyclodextrin-immobilized (4S)-phenoxy-(S)-proline as a catalyst for direct asymmetric aldol reactions. , 2005, Chirality.

[38]  D. MacMillan,et al.  New Strategies for Organic Catalysis: The First Highly Enantioselective Organocatalytic Diels−Alder Reaction , 2000 .

[39]  T. Oyama,et al.  Polystyrenes with chiral phosphoramide substituents as Lewis base catalysts for asymmetric addition of allyltrichlorosilane: enhancement of catalytic performance by polymer effect. , 2005, Chemical communications.

[40]  Annunziata,et al.  A poly(ethylene glycol)-supported quaternary ammonium salt: An efficient, recoverable, and recyclable phase-transfer catalyst , 2000, Organic letters.

[41]  D. Cahard,et al.  Poly(ethylene glycol) supported cinchona alkaloids as phase transfer catalysts: application to the enantioselective synthesis of α-amino acids , 2003 .

[42]  A. Wagner,et al.  Unprecedented, fully recyclable, solid-supported reagent for the kinetic resolution of racemic amines through enantioselective N-acetylation. , 2005, Chemical communications.

[43]  John J. M. Wiener,et al.  New Strategies for Organic Catalysis: The First Enantioselective Organocatalytic 1,3-Dipolar Cycloaddition , 2000 .

[44]  F. Montanari,et al.  Polymer-supported phase-transfer catalysts. High catalytic activity of ammonium and phosphonium quaternary salts bonded to a polystyrene matrix , 1979 .

[45]  G. Celentano,et al.  Poly(ethylene-glycol)-supported proline: a recyclable aminocatalyst for the enantioselective synthesis of γ-nitroketones by conjugate addition , 2003 .

[46]  D. Cahard,et al.  New polymer-supported chiral phase-transfer catalysts in the asymmetric synthesis of α-amino acids: the role of a spacer , 2001 .

[47]  Belen Dominguez-Fernandez,et al.  Alpha-fluorotropinone immobilized on silica: a new stereoselective heterogeneous catalyst for epoxidation of alkenes with oxone. , 2003, The Journal of organic chemistry.