TOTAL SYNTHESIS OF (S)-(-) AND (R)-(+)-FRONTALIN AND OF (-)-MALYNGOLIDE FROM THE BRANCHED-CHAIN SUGAR "α"-D-ISOSACCHARINO-LACTONE AS CHIRAL TEMPLATE

Article abstract of DOI:10.1016/S0040-4020(01)90101-2

Highly enantiomerically pure (S)-(-) 2 and (R)-(+)-frontalin 3 and (-)-malyngolide 4 were synthesized from the common chiral building block, (2R)-1,2-O-isopropylidene-2-hydroxymethyl-pent-4-ene-1,2-diol 9 readily prepared in five steps and 35percent overa