Activation of aldehydes via oxidative n-heterocyclic carbene catalysis
My Ph.D research mainly focuses on developing new reactions and synthetic methods via oxidative N-Heterocyclic Carbene catalysis. This thesis contains four major parts: Chapter 1 gives a brief introduction to history and present development of NHC catalysis, and shows the challenges in NHC catalysis...
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| Format: | Thesis |
| Language: | English |
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2015
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| Online Access: | https://hdl.handle.net/10356/62222 |
| _version_ | 1811685402051870720 |
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| author | Mo, Junming |
| author2 | Chi Yonggui |
| author_facet | Chi Yonggui Mo, Junming |
| author_sort | Mo, Junming |
| collection | NTU |
| description | My Ph.D research mainly focuses on developing new reactions and synthetic methods via oxidative N-Heterocyclic Carbene catalysis. This thesis contains four major parts:
Chapter 1 gives a brief introduction to history and present development of NHC catalysis, and shows the challenges in NHC catalysis need to be overcome.
Chapter 2 discloses the first example of enolate equivalents generated from cleavage of C-C bond promoted by NHC catalysts. The innovative cyclolization of enolate equivalents with chalcones is investigated.
Chapter 3 describes the oxidative NHC-catalyzed direct β-activation of simple saturated aldehydes. The oxidation of enolate intermediate in NHC catalysis is realized at the first time.
Chapter 4 introduces the γ-activation of β-methyl cinnamaldehyde mediated by NHC. Vinyl enolate intermediate generated from deprotonation of α,β-unsaturated acyl azolium reacts with activated ketone to offer δ-lactone. Challenging enantioselective control is realized by Lewis acid/NHC co-operative catalysis. |
| first_indexed | 2024-10-01T04:43:57Z |
| format | Thesis |
| id | ntu-10356/62222 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T04:43:57Z |
| publishDate | 2015 |
| record_format | dspace |
| spelling | ntu-10356/622222023-02-28T23:41:49Z Activation of aldehydes via oxidative n-heterocyclic carbene catalysis Mo, Junming Chi Yonggui School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry My Ph.D research mainly focuses on developing new reactions and synthetic methods via oxidative N-Heterocyclic Carbene catalysis. This thesis contains four major parts: Chapter 1 gives a brief introduction to history and present development of NHC catalysis, and shows the challenges in NHC catalysis need to be overcome. Chapter 2 discloses the first example of enolate equivalents generated from cleavage of C-C bond promoted by NHC catalysts. The innovative cyclolization of enolate equivalents with chalcones is investigated. Chapter 3 describes the oxidative NHC-catalyzed direct β-activation of simple saturated aldehydes. The oxidation of enolate intermediate in NHC catalysis is realized at the first time. Chapter 4 introduces the γ-activation of β-methyl cinnamaldehyde mediated by NHC. Vinyl enolate intermediate generated from deprotonation of α,β-unsaturated acyl azolium reacts with activated ketone to offer δ-lactone. Challenging enantioselective control is realized by Lewis acid/NHC co-operative catalysis. CHEMISTRY and BIOLOGICAL CHEMISTRY 2015-03-09T06:51:02Z 2015-03-09T06:51:02Z 2014 2014 Thesis Mo, J. (2014). Activation of aldehydes via oxidative n-heterocyclic carbene catalysis. Doctoral thesis, Nanyang Technological University, Singapore. https://hdl.handle.net/10356/62222 10.32657/10356/62222 en 134 p. application/pdf |
| spellingShingle | DRNTU::Science::Chemistry::Organic chemistry Mo, Junming Activation of aldehydes via oxidative n-heterocyclic carbene catalysis |
| title | Activation of aldehydes via oxidative n-heterocyclic carbene catalysis |
| title_full | Activation of aldehydes via oxidative n-heterocyclic carbene catalysis |
| title_fullStr | Activation of aldehydes via oxidative n-heterocyclic carbene catalysis |
| title_full_unstemmed | Activation of aldehydes via oxidative n-heterocyclic carbene catalysis |
| title_short | Activation of aldehydes via oxidative n-heterocyclic carbene catalysis |
| title_sort | activation of aldehydes via oxidative n heterocyclic carbene catalysis |
| topic | DRNTU::Science::Chemistry::Organic chemistry |
| url | https://hdl.handle.net/10356/62222 |
| work_keys_str_mv | AT mojunming activationofaldehydesviaoxidativenheterocycliccarbenecatalysis |