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|Title:||Activation of aldehydes via oxidative n-heterocyclic carbene catalysis||Authors:||Mo, Junming||Keywords:||DRNTU::Science::Chemistry::Organic chemistry||Issue Date:||2014||Source:||Mo, J. (2014). Activation of aldehydes via oxidative n-heterocyclic carbene catalysis. Doctoral thesis, Nanyang Technological University, Singapore.||Abstract:||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.||URI:||https://hdl.handle.net/10356/62222||DOI:||10.32657/10356/62222||Fulltext Permission:||open||Fulltext Availability:||With Fulltext|
|Appears in Collections:||SPMS Theses|
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