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Synthetic studies toward phorboxazole A. stereoselective synthesis of the C(28)-C(46) side chain fragment
D R Williams1, M P Clark, U Emde
1Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47405-7102, USA. williamd@indiana.edu
Organic Letters
|September 15, 2000
Abstract:
A stereoselective synthesis of the C(28)-C(46) fragment (3) of phorboxazole A is described. Key advances include an enantioselective allylation to establish the stereochemistry of the tetrahydropyran unit and a useful SmI(2)-mediated modification of the Barbier reaction of iodomethyloxazole 15 with aldehyde 14.