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Full Screen- TITLE
- DEDICATION
- CERTIFICATE
- DECLARATION
- ACKNOWLEDGEMENT
- CONTENTS
- List of Patents / Publications and Conference Proceedings
- ABSTRACT
- I. Background and Scope of the Thesis
- I.1 Introduction
- Chiral molecule prepared from Garcinia acid or Hibiscus acid
- II. Synthesis of Enantiomerically Pure Pyrrolidines
- II.1 Introduction
- II.2 General Strategies for the synthesis of chiral pyrrolidines
- II.2.i Synthesis employing hydroxy acids
- Table II.2Enantiomerically pure molecules obtained from Tartaric acid
- II 2.ii Radical cyclization of bis-homoallylic amines
- II.2.iii Electrophilic cyclization
- II.2.iv Aminomercuration
- II.2.v Intermolecular cyclization of chiral allylsilanes with imines
- II.2.vi 1, 3-Dipolarcycloadditions
- II.2.vii Ring contraction
- II.2.viii Reductive amination of azidoketones
- II 2.ix Cyclizations by SN2 nucleophilic substitution
- II.2.x Trans amination of 1-4 dihydroxy derivative
- II.2.xi Bicyclic amino derivatives as chiron
- II.2.xii Carbohydrate chirons
- II.2.xiii L-serine derived chiral synthon
- ll.2.xiv Miscellaneous synthesis of pyrrolidines
- III. Synthesis of Chiral Pyrrolidinediones and Related Molecules Using (+) and (-) 2-Hydroxycitric Acid Lactones
- III.1 Introduction
- III.2 Results and Discussions
- III.2.i isolation of (2S, 3S-Tetrahydro-3-hydroxy-5-oxo-2, 3 furandicarboxylic acid
- III.2.ii Isolation of (2S, 3R-Tetrehydro-3-hydroxy-5-oxo-2, 3 furandicarboxylic acid
- III.2.iii Syntheses of pyrrolidirediones from Garcinia acid
- III.2.iv (3aS, 6aS) -5[2- (3, 4-dimethoxy phenyl) ethyl]-3a-hydroxy dihydro-2H-furo[2, 3-c]pyrrole-2, 4, 6[3H, 5H]-trione
- III.2.v Mescaline isocitrimide lactone
- III 2.vi Reactions of Hibiscus acid with alkyl amines
- III.2.vii Reactions of trimethyl esters of Garcinia and Hibiscus acids with alkyl amines
- III.2.viii Future Prospects as supramolecular species
- III.3 General Experimental Details
- III.4 Experimental
- IV. Reactions of Pyrrolidinediones
- IV. 1 Introduction
- IV.2 Results and Discussion
- IV.2.i Attempted reduction of (3aS, 6aS) -3a- (acetyloxy) dihydro-5- (phenylmethyl) --6H-furo[ 2, 3-c] pyrrole-2, 4, 6 (311, 4H) -trione with NaBH4
- IV.2.ii Attempted reduction of (3aS, 6aS) -3a- (acetyloxy) dihydro-5 (phenylmethyl) -6H-furo[ 2, 3-c] pyrrole-2, 4, 6 (3H, 4H) -trione with BH3
- lV.2.iii Reduction of (3aS, 6aS) -3a- (acetyloxy) dihydro-5 (phenylmethyl -6H-furo[ 2, 3-c] pyrrole-2, 4, 6 (3H, 4H) -trione with LiAIH4
- IV.3 Experimental
- V. Stereo structural Evaluation of (2S, 3S) and (2S, 3R) tetrahydro-3-hydroxy-5 oxo-2, 3-furandicarboxylicacids and related Pyrrolidinediones.
- V.1 Introduction
- V.2 Existing methods and their disadvantages
- V.3 Vibrational Circular Dichroism
- V.4. Investigation on the absolute configuration of Garcinia acid
- V.5 Investigations on the absolute configuration of Hibiscus acid
- V.6. VCD Analysis of (3aS, 6aS) -3a- (acetyloxy) dihydro-5- (phenyl methyl) 6H-furo[2, 3-c] pyrrole-2, 4, 6 (3H, 4H) -trione
- V.7 Stereo chemical investigations of 225b, Assignment of AC
- V.8 Experiment
- V.9 Computations
- VI. Summary of the Thesis
- References