Synthesis of diversely functionalised 2,2-disubstituted oxetanes: fragment motifs in new chemical space

Di-, tri- and tetra-substituted oxetane derivatives with combinations of ester, amide, nitrile, aryl, sulfone and phosphonate substituents are prepared as fragments or building blocks for drug discovery. The synthesis of these novel oxetane functional groups, in new chemical space, is achieved via r...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2015-01, Vol.51 (84), p.15446-15449
Main Authors: Davis, Owen A, Croft, Rosemary A, Bull, James A
Format: Article
Language:English
Subjects:
Amides
Carbon-carbon composites
Cyclization
Derivatives
Drug Discovery
Esters
Ethers, Cyclic - chemical synthesis
Ethers, Cyclic - chemistry
Fragmentation
Insertion
Molecular Structure
Phosphonates
Synthesis (chemistry)
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Summary:Di-, tri- and tetra-substituted oxetane derivatives with combinations of ester, amide, nitrile, aryl, sulfone and phosphonate substituents are prepared as fragments or building blocks for drug discovery. The synthesis of these novel oxetane functional groups, in new chemical space, is achieved via rhodium-catalysed O-H insertion and C-C bond forming cyclisation.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc05740j