Biomimetic cyclisation of prebrevetoxin polyepoxide models

Article abstract of DOI:10.1016/S0040-4039(99)00376-7

(E)-1,3-Dihydroxyhex-4-ene and (E)-1,3-dihydroxy-4-methylhex-4-ene undergo epoxidation with peracetic acid and in situ cyclisation to give a mixture of tetrahydro-furans and -pyrans, whereas comparable compounds lacking the allylic hydroxyl group give pre