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Development of novel method for a short asymmetric synthesis of N-acetylcolchinol

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posted on 2023-06-13, 13:15 authored by Yi Du

We reported a short asymmetric synthesis of (±)-N-acetylcolchinol in a greener and stepeconomical route. In this method, all the redox reactions were achieved electrochemically instead of using transition metals or other toxic reagents. We synthesised racemic Nacetylcolchinol in 4 steps employing chemoselective reduction of chalcone and intramolecular oxidative arene-arene coupling in electrochemical cell with an overall yield of 41%. We also accomplished an asymmetric variant of the synthesis in 7-steps, which furnished the desired compound in an overall yield of 33% and 99.5: 0.5 er. Deprotection of p-methoxyphenyl amine was also achieved in electrochemically

History

School

  • Science

Department

  • Chemistry

Publisher

Loughborough University

Rights holder

© Yi Du

Publication date

2022

Notes

A Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of the degree of Doctor of Philosophy of Loughborough University.

Language

  • en

Supervisor(s)

Andrei V Malkov; George W Weaver

Qualification name

  • PhD

Qualification level

  • Doctoral

This submission includes a signed certificate in addition to the thesis file(s)

  • I have submitted a signed certificate

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