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Current Organic Synthesis


ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

Stereocontrolled First Total Syntheses of Salmoxanthin and Deepoxysalmoxanthin

Author(s): Yumiko Yamano, Katsuhiro Eno, Yukari Hikita, Hiromasa Kurimoto and Akimori Wada

Volume 12, Issue 2, 2015

Page: [180 - 188] Pages: 9

DOI: 10.2174/1570179411999141106102507

Price: $65


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.

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