SYNTHESIS OF THE (4S,5R)-5-HYDROXY-DECAN-4-OLIDE (L-FACTOR) AND OF THE (R)-DECAN-4-OLIDE FROM A CHIRAL SULPHOXIDE

Article abstract of DOI:10.1016/S0040-4020(01)86906-4

The condensation of optically pure (+)-R-n-hexyl 4-methylphenyl sulphoxide (9) on the succinic diester (8) produced the 4-oxo-5-sulphinyl decanoate 10 which was selectively reduced to the corresponding 4-hydroxy-5-sulphinyl decanoates 11.Starting from the