%0 Journal Article %J European Journal of Organic Chemistry %D 2012 %T Carbohydrate-based synthesis of the C13-C22 fragment of amphidinolide X %A Gurjar, Mukund K. %A Yellol, Gorakh S. %A Mohapatra, Debendra K. %K Cytotoxicity %K Macrolides %K Mitsunobu inversion %K Natural products %K Wittig reactions %X

A facile carbohydrate-based route was developed for the synthesis of the tetrahydrofuran (C13C22) fragment of amphidinolide X. Starting from L-sorbose, the key reactions followed include the stereoselective synthesis of a quaternary center at C1, BartonMcCombie deoxygenation at C2, Mitsunobu inversion at C3, and chain elongation by a Wittig reaction at C5.

%B European Journal of Organic Chemistry %I WILEY-V C H VERLAG GMBH %C BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY %P 1753-1758 %8 MAR %G eng %N 9 %3 Foreign %4 3.344 %R 10.1002/ejoc.201101605