SYNTHESIS OF BACTERIAL C50 CAROTENOID SARCINAXANTHIN.
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.
Ferezou, J. P.,Julia, M.
p. 475 - 486
(2007/10/02)
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