3 Amino-cinchona derivatives
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Anthony J. Burke
Abstract
In this chapter attention is given to the use of amino-cinchonas and their derivatives (including quaternary ammonium salts) for a whole host of very interesting chemical transformations. The focus is on the stereoselective (enantioselective and diastereoselective) of the target compounds. Much attention is given to the synthesis of medicinal compounds, and other biologically active compounds, as well as the use of sequential catalytic protocols to form the compounds in a highly sustainable manner. Enabling technologies such as flow-chemistry and catalyst immobilization are also reviewed. The inexhaustible array of product types accessed by these catalysts is clearly highlighted.
Abstract
In this chapter attention is given to the use of amino-cinchonas and their derivatives (including quaternary ammonium salts) for a whole host of very interesting chemical transformations. The focus is on the stereoselective (enantioselective and diastereoselective) of the target compounds. Much attention is given to the synthesis of medicinal compounds, and other biologically active compounds, as well as the use of sequential catalytic protocols to form the compounds in a highly sustainable manner. Enabling technologies such as flow-chemistry and catalyst immobilization are also reviewed. The inexhaustible array of product types accessed by these catalysts is clearly highlighted.
Chapters in this book
- Frontmatter I
- Preface V
- Contents VII
- Contributors List XIII
- 1 Domino and one-pot syntheses of biologically active compounds using diphenylprolinol silyl ether 1
- 2 Recent advances in reactions promoted by amino acids and oligopeptides 29
- 3 Amino-cinchona derivatives 85
- 4 Chiral imidazolidinones: A class of priviliged organocatalysts in stereoselective organic synthesis 177
- 5 Phase-transfer catalysis and the ion pair concept 197
- 6 Stereoselective organocascades: from fundamentals to recent developments 229
- 7 Basic principles of substrate activation through non-covalent bond interactions 263
- 8 Recent developments in stereoselective organocatalytic oxyfunctionalizations 293
- 9 Stereoselective synergystic organo photoredox catalysis with enamines and iminiums 331
- 10 Stereoselective organocatalysis and flow chemistry 365
- 11 Enantioselective organocatalytic approaches to active pharmaceutical ingredients – selected industrial examples 401
- Index 435
Chapters in this book
- Frontmatter I
- Preface V
- Contents VII
- Contributors List XIII
- 1 Domino and one-pot syntheses of biologically active compounds using diphenylprolinol silyl ether 1
- 2 Recent advances in reactions promoted by amino acids and oligopeptides 29
- 3 Amino-cinchona derivatives 85
- 4 Chiral imidazolidinones: A class of priviliged organocatalysts in stereoselective organic synthesis 177
- 5 Phase-transfer catalysis and the ion pair concept 197
- 6 Stereoselective organocascades: from fundamentals to recent developments 229
- 7 Basic principles of substrate activation through non-covalent bond interactions 263
- 8 Recent developments in stereoselective organocatalytic oxyfunctionalizations 293
- 9 Stereoselective synergystic organo photoredox catalysis with enamines and iminiums 331
- 10 Stereoselective organocatalysis and flow chemistry 365
- 11 Enantioselective organocatalytic approaches to active pharmaceutical ingredients – selected industrial examples 401
- Index 435
