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Stereocontrolled First Total Syntheses of Salmoxanthin and Deepoxysalmoxanthin

[ Vol. 12 , Issue. 2 ]


Yumiko Yamano, Katsuhiro Eno, Yukari Hikita, Hiromasa Kurimoto and Akimori Wada   Pages 180 - 188 ( 9 )


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.


Carotenoids, chemo- and stereoselective reduction, deepoxysalmoxanthin, salmoxanthin, stereoselective Wittig reaction, total synthesis.


Department of Organic Chemistry for Life Science, Kobe Pharmaceutical University, Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.

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