The squalestatins: tricyclic 3,4-β-lactone and 3,4-oxetane systems

Cox, Brian, Morley, Nicolas, Procopiou, Panayiotis A, Sharratt, Peter J, Watson, Nigel S and Wild, Deborah (2000) The squalestatins: tricyclic 3,4-β-lactone and 3,4-oxetane systems. Tetrahedron Letters, 41 (39). pp. 7547-7550. ISSN 0040-4039

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Squalestatin 3,4-β-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).

Item Type: Article
Schools and Departments: School of Life Sciences > Chemistry
Subjects: Q Science > QD Chemistry
Depositing User: Tom Gittoes
Date Deposited: 13 Jan 2015 12:04
Last Modified: 13 Jan 2015 12:04
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