Abstract
The first total syntheses of salmoxanthin and deepoxysalmoxanthin were accomplished by stereoselective Wittig reaction of a C15-tri-n-butylphosphonium salt bearing a 3,6-dihydroxy-ε-end group with the corresponding C25- apocarotenals. The 3,6-dihydroxy-ε-end moiety was constructed by chemo- and stereoselective reduction of the γ- hydroxy-α,β-cyclohexenone derivative.
Keywords: Carotenoids, chemo- and stereoselective reduction, deepoxysalmoxanthin, salmoxanthin, stereoselective Wittig reaction, total synthesis.
Graphical Abstract
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