Technische Verfahren zur Synthese von Carotinoiden und verwandten Verbindungen aus 6-Oxo-isophoron. IV. Neues Konzept für die Synthese von (3RS, 3′RS)-, (3S, 3′S)- und (3R, 3′R)-9,9′-dicis-7,8,7′,8′-Tetradehydroastaxanthin
✍ Scribed by Reinhard Zell; Erich Widmer
- Publisher
- John Wiley and Sons
- Year
- 1981
- Tongue
- German
- Weight
- 366 KB
- Volume
- 64
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Technical Procedures for the Synthesis of Carotenoids and Related Compounds from 6‐Oxo‐isophorone. IV. A Novel Concept for the Synthesis of (3__RS__, 3′RS)‐, (3__S__, 3′S)‐ and (3__R__, 3′R)‐9,9′‐di__cis__‐7,8,7′,8′‐Tetradehydroastaxanthin
Starting from readily available intermediates of the synthesis of astaxanthin, (3__RS__, 3′RS)‐, (3__R__, 3′R)‐ and (3__S__, 3′S)‐9,9′‐di‐cis‐tetradehydroastaxanthin (1, 1a and 1b, resp.) were synthesized, 1 and 1b for the first time. Key features of this concept are: a) use of the unprotected, acetylenic phosphonium salts 8–12, b) a two‐step synthesis with 47% overall yield, and c) good chemical and optical purity of the end products.