SYNTHESIS OF BACTERIAL C50 CAROTENOID SARCINAXANTHIN.

Article abstract of DOI:10.1016/S0040-4020(01)85431-4

Alkylation of the distal double bond of geranyl acetate 8 with isoprene epoxide 5 has been carried out under anhydrous ZnCl2/nitromethane conditions to give a mixture of C15 hydroxyprenylated compounds.The major diol acetate isomer 12 was dehydrated to the expected γ-cis synthon 17 which was converted into racemic sarcinaxanthin 3 in few steps through the corresponding sulfone 21.