Fluorination Homologation of Biorenewable Synthon Cyrene

Title
Fluorination Homologation of Biorenewable Synthon Cyrene
Publication Date
2024-12
Author(s)
Puschnig, Johannes
Greatrex, Ben W
( author )
OrcID: https://orcid.org/0000-0002-0356-4966
Email: bgreatre@une.edu.au
UNE Id une-id:bgreatre
Type of document
Journal Article
Language
en
Entity Type
Publication
Publisher
MDPI AG
Place of publication
Switzerland
DOI
10.3390/M1929
UNE publication id
une:1959.11/65056
Abstract

A one-carbon difluorocyclopropanation/ring-expansion has been developed for the chiral synthon Cyrene, which is obtained via cellulose pyrolysis. The ring-enlargement was achieved by converting Cyrene (dihydrolevoglucosenone) into an enamine, reacting it with an in situ-generated difluorocarbene, and then heating it to ring-open the cyclopropane. Access to the product provides access to fluorinated analogues of this valuable chiral biomass derivative.
Link
link
Citation
Molbank, 2024(4), p. 1-5
ISSN
1422-8599
Start page
1
End page
5
Rights
Attribution 4.0 International

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