Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/134462
Title: N-HETEROCYCLIC CARBENE CATALYZED ASYMMETRIC ANNULATIONS VIA AZOLIUM ENOLATES AND HOMOENOLATES
Authors: WANG MIN
Keywords: NHC, ANNULATIONS, ENOLATES, HOMOENOLATES, ASYMMETRIC, ORGANOCATALYSIS
Issue Date: 5-Aug-2016
Source: WANG MIN (2016-08-05). N-HETEROCYCLIC CARBENE CATALYZED ASYMMETRIC ANNULATIONS VIA AZOLIUM ENOLATES AND HOMOENOLATES. ScholarBank@NUS Repository.
Abstract: As one of the hottest research areas in organocatalysis, N-Heterocyclic Carbene (NHC) catalysis has been developed into a very powerful tool for asymmetric annulation reactions. This thesis describes my efforts during my PhD studies that focus on NHC catalysis to develop different sizes of ring compounds. Chapter 1 provides a detailed review of the recent development of NHC-catalyzed asymmetric annulations via azolium enolates and homoenolates. Chapter 2 presents an interesting work about NHC-catalyzed divergent annulation of enals with heterocyclic enones, affording either ε-lactones or spiro-heterocycles in good diastereoselectivity and enantioselectivity. Chapter 3 demonstrates highly efficient and diastereodivergent aza-Dies-Alder reactions using either NHC or chiral amine as the catalysts, accessing both diastereomers of a series of benzofuran-fused δ-lactams and dihydropyridines in nearly perfect enantioselectivity. Chapter 4 introduces the kinetic resolution of 1,1'-spirobiindane-7,7'-diol via enantioselective acylation. The spiro cyclic diol is a very useful structure, which can be employed as chiral catalysts and ligands.
URI: http://scholarbank.nus.edu.sg/handle/10635/134462
Appears in Collections:Ph.D Theses (Open)

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