Enamines from the biomass derivative Cyrene and reactions with isocyanates and ketenes

Title
Enamines from the biomass derivative Cyrene and reactions with isocyanates and ketenes
Publication Date
2023-10-06
Author(s)
Podversnik, Harald
Curtis, Ian
Pieterse, Elsie
Jevric, Martyn
Sumby, Christopher J
W Greatrex, Ben
Type of document
Journal Article
Language
en
Entity Type
Publication
Publisher
Elsevier Ltd
Place of publication
United Kingdom
DOI
10.1016/j.tetlet.2023.154755
UNE publication id
une:1959.11/58814
Abstract

To extend the chemical space accessible from the biomass-derived platform chemical Cyrene, enamines have been prepared and their reactions with selected electrophiles have been examined. The crystalline enamines prepared from morpholine (89% yield) and piperidine (79% yield) were stable and showed excellent reactivity with isocyanates, isothiocyanates and ketenes to give amides, thioamides or cyclobutanones, respectively.

Link
Citation
Tetrahedron Letters, v.129
ISSN
1873-3581
0040-4039

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