Stereoselective total synthesis of the acetylenic carotenoids alloxanthin and triophaxanthin

Yumiko Yamano; Mahankhali Venu Chary; Akimori Wada

doi:10.1039/C2OB25321F

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Organic & Biomolecular Chemistry

Issue 20, 2012

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Stereoselective total synthesis of the acetylenic carotenoids alloxanthin and triophaxanthin

Yumiko Yamano,*^a Mahankhali Venu Chary^a and Akimori Wada^a

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Kobe Pharmaceutical University, Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan
E-mail: y-yamano@kobepharma-u.ac.jp ;
Fax: +81 78 441 7562 ;
Tel: +81 78 441 7562

Org. Biomol. Chem., 2012,10, 4103-4108

DOI: 10.1039/C2OB25321F
Received 14 Feb 2012, Accepted 22 Mar 2012
First published online 17 Apr 2012

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Stereoselective total synthesis of the C₄₀-diacetylenic carotenoid alloxanthin (1) and the C₃₁-acetylenic apocarotenoid triophaxanthin (2) was accomplished by Wittig condensation of C₁₀-dialdehyde 20 or C₁₆-keto aldehyde 19, respectively, with C₁₅-acetylenic tri-n-butylphosphonium salt 12.

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