Enantiospecific Synthesis of (+)-Altholactone and its Three Stereoisomers

Article abstract of DOI:10.1016/S0040-4020(01)85344-8

(+)-Altholactone 1 and (+)-7-epi-altholactone 3 were constructed from D-gulonolactone whereas their respective enantiomers (-)-altholactone 2 and (-)-7-epi-altholactone 4 were synthesized from D-mannose, involving stereocontrolled reduction of the lactols 21 as a key step.