Filip, Sorin V.: Studies towards the stereoselective electrophilic amination of carbanions. 2002
Inhalt
- 1. General Part
- 2. Research Objective
- 3. Results and Discussion
- 3.1 Synthesis of the Enantiomerically Pure Amination Reagents
- 3.1.1 Synthesis of the Enantiomerically Pure N,O-Disubstituted Hydroxylamines Derivatives
- 3.1.1.1 Stereoselective Synthesis of (1R,4S)-3-Aza-2-oxabicyclo[2.2.2]oct-5-ene Hydrochloride
- 3.1.1.2 Synthesis of O-Substituted N-[10-(1R,5R)-Pin-2-enyl]hydroxylamines
- 3.1.2 Stereoselective Synthesis of the Enantiomerically Pure a-Chloronitroso Compounds
- 3.1.3 Stereoselective Synthesis of 1-Deoxy-2,3:5,6-di-O-isopropylidene-1-nitro-a-D-mannofuranose
- 3.2 Studies towards the Electrophilic Amination of Carbanions using Enantiomerically Pure Nitrenoids
- 3.3 Studies towards the Electrophilic Amination of Enolates and Allyl Organometallic Reagents using a-Chloronitroso Reagents
- 3.4 Studies towards the Electrophilic Amination of Allyl Organometallic Reagents using 1-Deoxy-2,3:5,6-di-O-isopropylidene-1-nitro-a-D-manno-furanose
- 4. Summary
- 5. Experimental Section
- 5.1 Solvents, apparatus and methods
- 5.2 Synthesis of the Enantiomerically Pure Amination Reagents
- 5.2.1 Synthesis of 2,3:5,6-Di-O-isopropylidene-1-C-nitroso-a-D-mannofuranosyl-chloride
- 5.2.2 Synthesis of (1R,4S)-3-Aza-2-oxabicyclo[2.2.2]oct-5-ene hydrochloride
- 5.2.3 Synthesis of the Enantiomerically Pure N,O-Disubstituted Hydroxylamines
- 5.2.4 Synthesis of (+)-N,N-Dicyclohexyl-2-chloro-2-nitrosocamphor-10-sulfon-amide
- 5.2.5 Synthesis of 1-Deoxy-2,3:5,6-di-O-isopropylidene-1-nitro-a-D-manno-furanose
- 5.3 Electrophilic Amination of Carbanions using Enantiomerically Pure Nitrenoids
- 5.4 Electrophilic Amination of Enolates and Allyl Organometallic Reagents using a-Chloronitroso Reagents
- 5.5 Electrophilic Amination of Allyl Organometallic Reagents using 1-Deoxy-2,3:5,6-di-O-isopropylidene-1-nitro-a-D-mannofuranose
- 6. Appendix