The asymmetric organocatalytic Aza-Michael addition: efforts towards the total synthesis of yuremamine and development of new domino reactions
Gespeichert in:
| 1. Verfasser: | |
|---|---|
| Format: | Abschlussarbeit Buch |
| Sprache: | English |
| Veröffentlicht: |
München
Verl. Dr. Hut
2014
|
| Ausgabe: | 1. Aufl. |
| Schriftenreihe: | Organische Chemie
|
| Schlagworte: | |
| Online-Zugang: | Inhaltstext Inhaltsverzeichnis |
| Beschreibung: | 157 S. graph. Darst. 210 mm x 148 mm, 244 g |
| ISBN: | 9783843916844 3843916845 |
Internformat
MARC
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| 245 | 1 | 0 | |a The asymmetric organocatalytic Aza-Michael addition |b efforts towards the total synthesis of yuremamine and development of new domino reactions |c Céline Joie |
| 250 | |a 1. Aufl. | ||
| 264 | 1 | |a München |b Verl. Dr. Hut |c 2014 | |
| 300 | |a 157 S. |b graph. Darst. |c 210 mm x 148 mm, 244 g | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 490 | 0 | |a Organische Chemie | |
| 502 | |a Zugl.: Aachen, Rheinisch-Westfälische Techn. Hochsch., Diss., 2014 | ||
| 655 | 7 | |0 (DE-588)4113937-9 |a Hochschulschrift |2 gnd-content | |
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Datensatz im Suchindex
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| adam_text |
Table of contents
1 Introduction 1
1 1 Asymmetric organocatalysis 1
111 Historical background 1
112 Classification of organocatalysts 4
1 2 Asymmetric secondary amine catalysis 6
121 HOMO-raising 7
122 LUMO lowering 8
1 3 Secondary amine catalysed asymmetric domino reactions 9
131 Simple domino reactions 10
132 Triple domino reactions 13
133 Quadruple domino reactions 17
1 4 The aza-Michael addition in asymmetric organocatalytic domino reactions 21
141 Domino reactions induced by an aza-Michael addition 22
142 Domino reactions including an aza-Michael step 25
2 Objectives 27
3 Results and discussion 29
3 1 Towards the total synthesis of yuremamine 29
311 Retrosynthetic analysis 30
312 Synthesis of the indole-2-carbaldehyde partner 30
313 Synthesis of the pyrrolo-indole carbaldehyde intermediate 31
314 Attempts of conjugate addition on the cascade products 32
315 Reduction of the domino product 33
3 2 Asymmetric synthesis of tetracyclic pyridocarbazole derivatives via a triple domino
reaction 36
321 Optimization of the reaction conditions 37
322 Investigation of the scope of the reaction 38
323 Mechanism of the reaction 41
324 Derivatization of the domino products 41
325 Determination of the relative and absolute configuration of the domino products42
3 3 Asymmetrie synthesis of 2-pyrrolidinones via an aza-Michael/ aldol domino reaction
44
331 Synthesis of the starting materials 45
332 Optimization of the reaction conditions 46
333 Investigation of the scope of the reaction 48
334 Mechanism of the transformation 49
335 Derivatization of the domino product 50
3 4 Development of a quadruple domino reaction for the asymmetric synthesis of 2-
azabicyclo[3 3 0]octadienones 53
341 Optimization of the reaction conditions 54
342 Investigation of the scope of the reaction 55
343 Mechanism of the domino reaction 57
344 Determination of the relative and absolute configuration of the domino products58
4 Summary 61
5 Perspectives 65
6 Experimental part 69
6 1 General information 69
6 2 General informations on the analytical methods 70
6 3 General procedures (GP) 72
6 4 Analytical data of synthesized compounds 73
7 Abbreviations 139
8 Appendix 141
8 1 Structure report to the X-ray crystal structure analysis 141
9 Literature 147
10 Acknowledgements 155 |
| any_adam_object | 1 |
| author | Joie, Céline 1986- |
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| discipline | Chemie / Pharmazie |
| edition | 1. Aufl. |
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| spelling | Joie, Céline 1986- Verfasser (DE-588)1060326779 aut The asymmetric organocatalytic Aza-Michael addition efforts towards the total synthesis of yuremamine and development of new domino reactions Céline Joie 1. Aufl. München Verl. Dr. Hut 2014 157 S. graph. Darst. 210 mm x 148 mm, 244 g txt rdacontent n rdamedia nc rdacarrier Organische Chemie Zugl.: Aachen, Rheinisch-Westfälische Techn. Hochsch., Diss., 2014 (DE-588)4113937-9 Hochschulschrift gnd-content Erscheint auch als Online-Ausgabe Joie, Céline The Asymmetric Organocatalytic Aza-Michael Addition: Efforts towards the Total Synthesis of Yuremamine and Development of New Domino Reactions X:MVB text/html http://deposit.dnb.de/cgi-bin/dokserv?id=4741665&prov=M&dok_var=1&dok_ext=htm Inhaltstext HEBIS Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=027602066&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Joie, Céline 1986- The asymmetric organocatalytic Aza-Michael addition efforts towards the total synthesis of yuremamine and development of new domino reactions |
| subject_GND | (DE-588)4113937-9 |
| title | The asymmetric organocatalytic Aza-Michael addition efforts towards the total synthesis of yuremamine and development of new domino reactions |
| title_auth | The asymmetric organocatalytic Aza-Michael addition efforts towards the total synthesis of yuremamine and development of new domino reactions |
| title_exact_search | The asymmetric organocatalytic Aza-Michael addition efforts towards the total synthesis of yuremamine and development of new domino reactions |
| title_full | The asymmetric organocatalytic Aza-Michael addition efforts towards the total synthesis of yuremamine and development of new domino reactions Céline Joie |
| title_fullStr | The asymmetric organocatalytic Aza-Michael addition efforts towards the total synthesis of yuremamine and development of new domino reactions Céline Joie |
| title_full_unstemmed | The asymmetric organocatalytic Aza-Michael addition efforts towards the total synthesis of yuremamine and development of new domino reactions Céline Joie |
| title_short | The asymmetric organocatalytic Aza-Michael addition |
| title_sort | the asymmetric organocatalytic aza michael addition efforts towards the total synthesis of yuremamine and development of new domino reactions |
| title_sub | efforts towards the total synthesis of yuremamine and development of new domino reactions |
| topic_facet | Hochschulschrift |
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