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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 Wild
Squalestatin 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 Letters

ISSN

0040-4039

Publisher

Elsevier

Issue

39

Volume

41

Page range

7547-7550

Department affiliated with

  • Chemistry Publications

Full text available

  • No

Peer reviewed?

  • Yes

Legacy Posted Date

2015-01-13

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