Technische Verfahren zur Synthese von Carotinoiden und verwandten Verbindungen aus 6‐Oxo‐isophoron. IV. Neues Konzept für die Synthese von (3 RS , 3′ RS )‐, (3 S , 3′ S )‐ und (3 R , 3′ R )‐9,9′‐di cis ‐7,8,7′,8′‐Tetradehydroastaxanthin
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...
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Veröffentlicht in: | Helvetica chimica acta 1981-11, Vol.64 (7), p.2463-2468 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | 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. |
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ISSN: | 0018-019X 1522-2675 |
DOI: | 10.1002/hlca.19810640753 |