Issue 18, 2008
From the journal:

Organic & Biomolecular Chemistry

Total synthesis of cucurbitaxanthin A, cycloviolaxanthin and capsanthin 3,6-epoxide by applying a regioselective ring opening of tetrasubstituted epoxides†‡

Yumiko Yamano,*a   Masayoshi Itoa  and  Akimori Wadaa  

* Corresponding authors

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

Abstract

The synthesis of 3,6-epoxy carotenoids cucurbitaxanthin A 1, cycloviolaxanthin 2 and capsanthin 3,6-epoxide 3, was accomplished via the C15-3,6-epoxides 20e and 20f, prepared by the regioselective ring opening of the 3-hydroxy-5,6-epoxides 10e and 10f.

Graphical abstract: Total synthesis of cucurbitaxanthin A, cycloviolaxanthin and capsanthin 3,6-epoxide by applying a regioselective ring opening of tetrasubstituted epoxides

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Article information

DOI
https://doi.org/10.1039/B807482H
Article type
Paper
Submitted
02 May 2008
Accepted
28 May 2008
First published
17 Jul 2008

Org. Biomol. Chem., 2008,6, 3421-3427

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Total synthesis of cucurbitaxanthin A, cycloviolaxanthin and capsanthin 3,6-epoxide by applying a regioselective ring opening of tetrasubstituted epoxides

Y. Yamano, M. Ito and A. Wada, Org. Biomol. Chem., 2008, 6, 3421 DOI: 10.1039/B807482H

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