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- Title
Technical Procedures for the Syntheses of Carotenoids and Related Compounds from 6-Oxo-isophorone: Syntheses of (3 R,3′ R)-Zeaxanthin. Part I.
- Authors
Widmer, Erich; Soukup, Milan; Zell, Reinhard; Broger, Emil; Wagner, Hans Peter; Imfeld, Marquard
- Abstract
Starting from the readily available, optically active (4 R)-4-hydroxy-2,2,6-trimethylcyclohexanone ( 1), a new technical synthesis of (3 R,3′ R)-zeaxanthin is described. According to a 2(C9 + C6) + C10 = C40 construction scheme, the ketone 1 was first transformed with ( E)-3-methylpent-2-en-4-yn-1-ol ( 5) into a C15-intermediate which, by a three-step sequence, could be converted into the known olefinic C15- Wittig salt 4. Optimized conditions for the final Wittig reaction of 4 with the C10-dialdehyde 3 are discussed. Based on 1, the overall yield of the entire technical process is ca. 40%.
- Publication
Helvetica Chimica Acta, 1990, Vol 73, Issue 4, p861
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19900730411