Asymmetric Reduction of Pyridinium Salts to Piperidines



Zhang, Shiyu
(2020) Asymmetric Reduction of Pyridinium Salts to Piperidines. Master of Philosophy thesis, University of Liverpool.

[img] Text
201292853_Dec2020.pdf.pdf - Unspecified

Download (14MB) | Preview

Abstract

Piperidines, especially chiral piperidines, have served as important structural motifs due to their great value in pharmaceutical chemistry during the last several decades. Many chemists have focused their attention on the synthesis of piperidines with different methods. However, the asymmetric hydrogenation (AH) of pyridine derivatives is one of the most straightforward and efficient ways to access chiral piperidines compared with other methods. As a part of AH, asymmetric transfer hydrogenation (ATH) is a safer and operationally simpler reduction method. Nonetheless, the ATH of pyridine derivatives to prepare chiral piperidines has rarely been reported. In this thesis, we will present our contribution to the synthesis of chiral piperidines via ATH. Chapter 1 describes recent development on the synthesis of piperidines, especially chiral piperidines. Following an introduction to recent development in asymmetric hydrogenation to synthesis chiral piperidines in Chapter 1, Chapter 2 depicts how to prepare 2 or 3-substituted pyridinium salts. Chapter 3 describes the synthesis of chiral piperidines without hydrogenation in detail. From this section, we can find the pros and cons of this method. Experimental detail and NMR spectrums are provided in Chapter 4.

Item Type: Thesis (Master of Philosophy)
Divisions: Faculty of Science and Engineering > School of Physical Sciences > Chemistry
Depositing User: Symplectic Admin
Date Deposited: 31 Aug 2021 13:20
Last Modified: 18 Jan 2023 23:06
DOI: 10.17638/03110469
Supervisors:
URI: https://livrepository.liverpool.ac.uk/id/eprint/3110469