The synthesis of chlorobiumquinone, a2Z-trans-l'-oxomenaquinone-7, is reported. A key intermediate in this synthesis is the naphthalenic fragment, 2-lithio-3-methyl-l, 4- dimethoxynaphthalene, which when condensed with an a, p-unsaturated aldehyde side- chain component yields the dimethyl ether of 1'-oxymenaquinol. This allylic alcohol can either be oxidatively demethylated with acidic argentic oxide (Ago), leading to a 1'- ...
