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

Authors
Cox, B Morley, N Procopiou, PA Sharratt, PJ Watson, NS Wild, D
Citation
B. Cox et al., The squalestatins: tricyclic 3,4-beta-lactone and 3,4-oxetane systems, TETRAHEDR L, 41(39), 2000, pp. 7547-7550
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
39
Year of publication
2000
Pages
7547 - 7550
Database
ISI
SICI code
0040-4039(20000923)41:39<7547:TST3A3>2.0.ZU;2-R
Abstract
Squalestatin 3,4-beta-lactone-4,5-dimethyl ester (8) was reductively ring-o pened to yield squalestatin 3-hydroxymethyl-4,5-dimethyl ester (6) using mi ld reducing conditions (sodium borohydride). Similarly squalestatin 3,4-oxe tane-4,5-dimethyl ester (10) was found to ring-open to 3-iodomethyl squales tatin (15) under the conditions used to cleave the methyl ester functions ( lithium iodide/2,4,6-trimethylpyridine). (C) 2000 Elsevier Science Ltd. All rights reserved.