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Developing a route towards palustrine synthesis

Veidenberg, Indrek LU (2016) KEMP31 20152
Department of Chemistry
Abstract
Palustrine, a piperidine alkaloid, was retrosynthetically analyzed and two branches of a route to a key
intermediate aziridine tried – namely, nitrene formation through UV irradiation and 1,3-dipolar
cycloaddition. Neither approach gave any positive results. After this the synthesis of a model
compound was attempted, but ran into unexpected problems with performing radical terminal
bromination of sorbates. The project overall achieved no notable positive results.
Popular Abstract
Palustrine is a substance found in a swamp plant. It is harmful to animals, and so we need to study it and its harmful effects to keep us and other animals safe. To do this, first we need to have a reasonable amount of palustrine. Extracting substances from plant matter is often expensive and uses a lot of chemicals harmful to the environment. This project aimed to develop a method to synthesize palustrine from simple molecules, so we wouldn't have to extract it from the plants. Two different ways were tried to make it. One of the ways uses heating, the other one irradiation with UV light. Sadly, neither of these ways worked and the overall result of the project was negative.
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author
Veidenberg, Indrek LU
supervisor
organization
course
KEMP31 20152
year
type
L3 - Miscellaneous, Projetcs etc.
subject
keywords
organic chemistry, organisk kemi
language
English
id
8564590
date added to LUP
2016-04-29 10:50:38
date last changed
2016-04-29 10:50:38
@misc{8564590,
  abstract     = {Palustrine, a piperidine alkaloid, was retrosynthetically analyzed and two branches of a route to a key
intermediate aziridine tried – namely, nitrene formation through UV irradiation and 1,3-dipolar
cycloaddition. Neither approach gave any positive results. After this the synthesis of a model
compound was attempted, but ran into unexpected problems with performing radical terminal
bromination of sorbates. The project overall achieved no notable positive results.},
  author       = {Veidenberg, Indrek},
  keyword      = {organic chemistry,organisk kemi},
  language     = {eng},
  note         = {Student Paper},
  title        = {Developing a route towards palustrine synthesis},
  year         = {2016},
}