Enantioselective polyol synthesis via the cope rearrangement of chiral aldol products. A synthesis of the C1-C10-fragment of nystatin A1

Article abstract of DOI:10.1016/S0040-4039(97)10455-5

A stereoselective synthesis of a fully protected C₁-C₁₀-polyol- fragment of nystatin A₁ is described. The oxy-Cope rearrangement of the chiral aldol product 1 affords the aldehyde 3 as the key intermediate which is converted into the natural product fragment by enantioselective allylboration and intramolecular conjugate addition of a hemiacetal-alkoxide.