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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creator | Zell, Reinhard Widmer, Erich |
description | 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. |
doi_str_mv | 10.1002/hlca.19810640753 |
format | Article |
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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.</description><identifier>ISSN: 0018-019X</identifier><identifier>EISSN: 1522-2675</identifier><identifier>DOI: 10.1002/hlca.19810640753</identifier><language>eng</language><ispartof>Helvetica chimica acta, 1981-11, Vol.64 (7), p.2463-2468</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c883-8b416a05526de321369ca841520c2886ffa86c8b098d65399b8cfa85713923a33</citedby><cites>FETCH-LOGICAL-c883-8b416a05526de321369ca841520c2886ffa86c8b098d65399b8cfa85713923a33</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Zell, Reinhard</creatorcontrib><creatorcontrib>Widmer, Erich</creatorcontrib><title>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</title><title>Helvetica chimica acta</title><description>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.</description><issn>0018-019X</issn><issn>1522-2675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1981</creationdate><recordtype>article</recordtype><recordid>eNpVkctO3DAUhtOqSB0u-y7PspWS6XE8cexlNYIWgYoEI8Qu8thO44raIzsBhhWPwLOwZseb8CR1GITajf3_37lZPln2ieCUIJZfu0slp0RwgmyGdUXfZxNSlWVRsrr6kE0QCS-QiIuP2XaMvxFRCKwn7yYLozpno-oMnJvQyi4YB7dDgLO16zsTDVx5B3MZfG-dtzpFB6fhyoRr6XSfbCpbWqcH9ysZOURgz3f3Jzc-nTb6VeeDd1M4PJ_CTzOYCEfe3ZpVD-3TYwBtzf-TPlM4PYMc6PPdw6i-pDb5SN_ghr28Ykx-y33BIhfJJKEtKBshqTrneZ1gzjeRhemD1KZb6-Bl7OWNTOOt2822WnkZzd7rvZMtDvYX8x_F8cn3w_m340JxTgu-nBEmsapKpg0tCWVCST5LX42q5Jy1reRM8SUKrllFhVhylVBVEypKKindyXDTVgUfYzBtswr2jwzrhmAzbrIZN9n8s0n6Fwg8nG4</recordid><startdate>19811104</startdate><enddate>19811104</enddate><creator>Zell, Reinhard</creator><creator>Widmer, Erich</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19811104</creationdate><title>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</title><author>Zell, Reinhard ; Widmer, Erich</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c883-8b416a05526de321369ca841520c2886ffa86c8b098d65399b8cfa85713923a33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1981</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zell, Reinhard</creatorcontrib><creatorcontrib>Widmer, Erich</creatorcontrib><collection>CrossRef</collection><jtitle>Helvetica chimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zell, Reinhard</au><au>Widmer, Erich</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>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</atitle><jtitle>Helvetica chimica acta</jtitle><date>1981-11-04</date><risdate>1981</risdate><volume>64</volume><issue>7</issue><spage>2463</spage><epage>2468</epage><pages>2463-2468</pages><issn>0018-019X</issn><eissn>1522-2675</eissn><abstract>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.</abstract><doi>10.1002/hlca.19810640753</doi><tpages>6</tpages></addata></record> |
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identifier | ISSN: 0018-019X |
ispartof | Helvetica chimica acta, 1981-11, Vol.64 (7), p.2463-2468 |
issn | 0018-019X 1522-2675 |
language | eng |
recordid | cdi_crossref_primary_10_1002_hlca_19810640753 |
source | Access via Wiley Online Library |
title | 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 |
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