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The squalestatins: tricyclic 3,4-ß-lactone and 3,4-oxetane systems
journal contribution
posted on 2023-06-08, 19:30 authored by Brian Cox, Nicolas Morley, Panayiotis A Procopiou, Peter J Sharratt, Nigel S Watson, Deborah WildSqualestatin 3,4-ß-lactone-4,5-dimethyl ester (8) was reductively ring-opened to yield squalestatin 3-hydroxymethyl-4,5-dimethyl ester (6) using mild reducing conditions (sodium borohydride). Similarly, squalestatin 3,4-oxetane-4,5-dimethyl ester (10) was found to ring-open to 3-iodomethyl squalestatin (15) under the conditions used to cleave the methyl ester functions (lithium iodide/2,4,6-trimethylpyridine).
History
Publication status
- Published
Journal
Tetrahedron LettersISSN
0040-4039Publisher
ElsevierExternal DOI
Issue
39Volume
41Page range
7547-7550Department affiliated with
- Chemistry Publications
Full text available
- No
Peer reviewed?
- Yes
Legacy Posted Date
2015-01-13Usage metrics
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