Submit Manuscript  

Article Details


Stereocontrolled First Total Syntheses of Salmoxanthin and Deepoxysalmoxanthin

[ Vol. 12 , Issue. 2 ]

Author(s):

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

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.

Affiliation:

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

Graphical Abstract:



Read Full-Text article