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Exploiting Biocatalysed Processes for Telescoped Curtius Rearrangement Reactions in Flow Mode
Author(s)
Date Issued
2021
Date Available
2022-04-29T16:25:49Z
Abstract
The Curtius rearrangement of carboxylic acids i in the presence of benzyl alcohol was performed as a continuous flow process, enabling a safer and easier scale-up process. Inline purification processes, involving immobilized CALB and a mixture of A-15/A-21, were exploited to afford clean Cbz-carbamate product ii. An excess of benzyl alcohol was required to drive the reaction to completion. Therefore, immobilized CALB was employed to chemoselectively transform the residual benzyl alcohol into easily separable benzyl butyrate iv. To demonstrate the versatility of the products, the Cbz-carbamate ii was further derivatized into alkylated Cbz-carbamate v and ß- amino acids vi.
Type of Material
Master Thesis
Publisher
University College Dublin. School of Chemistry
Qualification Name
M.Sc.
Copyright (Published Version)
2021 the Author
Language
English
Status of Item
Peer reviewed
This item is made available under a Creative Commons License
File(s)
Owning collection
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229
Acquisition Date
Mar 28, 2024
Mar 28, 2024
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Acquisition Date
Mar 28, 2024
Mar 28, 2024