Synthetic studies toward phorboxazole A. Stereoselective synthesis of the C-28-C-46 side chain fragment

Authors
Williams, DR Clark, MP Emde, U Berliner, MA
Citation
Dr. Williams et al., Synthetic studies toward phorboxazole A. Stereoselective synthesis of the C-28-C-46 side chain fragment, ORG LETT, 2(19), 2000, pp. 3023-3026
Citations number
43
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
19
Year of publication
2000
Pages
3023 - 3026
Database
ISI
SICI code
1523-7060(20000921)2:19<3023:SSTPAS>2.0.ZU;2-P
Abstract
GRAPHICS A stereoselective synthesis of the C-28-C-46 fragment (3) of phorboxazole A is described. Key advances include an enantioselective allylation to estab lish the stereochemistry of the tetrahydropyran unit and a useful Sml(2)-me diated modification of the Barbier reaction of iodomethyloxazole 15 with al dehyde 14.