Journal of Organic Chemistry p. 1432 - 1437 (1988)
Update date:2022-07-29
Topics:
Rao, M. Vaman
Nagarajan, M.
The four contiguous chiral centers present in pseudomonic acid C are constructed in an efficient way from D-xylose.The key steps involve a highly selective intermolecular radical reaction between benzyl 4-bromo-4-deoxy-2,3-di-O-benzoyl-β-L-lyxopyranoside (9) and phenyl vinyl sulfone for incorporating the lower appendage and a stereoselective intramolecular Michael addition to achieve the correct stereochemistry at the anomeric site.
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