Title Page
Contents
Abstract 9
1. Oxazolidinone-Mediated Stereoselective Synthesis of Triaryl adducts from Aziridine-2-Carboxaldehyde 10
1.1. Introduction 11
1.2. Results and discussion 13
1.3. Conclusion 20
1.4. Experimetal section 21
1.5. Reference 33
2. Synthesis of Cyclic carbonate from Olefins via CO₂ Conversion 35
2.1. Introduction 36
2.2. Results and discussion 37
2.3. Conclusion 41
2.4. Experimetal section 42
2.5. Reference 45
Appendices 46
Oxazolidinone-Mediated Stereoselective Synthesis of Triaryl adducts from Aziridine-2-Carboxaldehyde 47
Synthesis of Cyclic carbonate from Olefins via CO₂ Conversion 65
1. Oxazolidinone-Mediated Stereoselective Synthesis of Triaryl adducts from Aziridine-2-Carboxaldehyde 7
Table 1. Optimization of the reaction conditions 13
Table 2. Optimization of the reaction conditionsa and substrate screening. 18
Table 3. Optimization of the reaction conditionsa and substrate screening. 19
2. Synthesis of Cyclic carbonate from Olefins via CO₂ Conversion 7
Table 1. Optimizing of the reaction conditions. 40
1. Oxazolidinone-Mediated Stereoselective Synthesis of Triaryl adducts from Aziridine-2-Carboxaldehyde 8
Figure 1. ORTEP representation of mixed bis-aryl adduct 4c (CCDC 2074268). 15
Figure 2. Formation of α-aziridinyl carbenium ion intermediate (6) and its ¹H NMR spectra. 17
2. Synthesis of Cyclic carbonate from Olefins via CO₂ Conversion 8
Figure 1. CO₂ conversion from styrene into 2-oxazolidinone and cyclic carbonate. 36
1. Oxazolidinone-Mediated Stereoselective Synthesis of Triaryl adducts from Aziridine-2-Carboxaldehyde 6
Scheme 1. Oxazolidinone-mediated synthesis of 2,3,3-tris-arylpropane-1-amine. 12
Scheme 2. Identification of the stereochemistry of the product by comparison of coupling constant of two protons at C4 and 5 by converting to 2-oxazolidinone 14
Scheme 3. Reaction scope for synthesis of mixed bis-aryl adducts. 15
Scheme 4. Control experiments. 16
Scheme 5. Possible reaction mechanism. 17
2. Synthesis of Cyclic carbonate from Olefins via CO₂ Conversion 6
Scheme 1. Mechanism of catalytic cycle 2-oxazolidinone from styrene 37
Scheme 2. Attempt to synthesize 2-oxazolidinone between substituted aniline and olefin. 39