Technische Verfahren zur Synthese von Carotinoiden und verwandten Verbindungen aus 6‐Oxo‐isophoron. VII. Synthese von Rhodoxanthin und (3 RS ,3 RS )‐Zeaxanthin aus der C 15 ‐Ringkomponente
1982; Wiley; Volume: 65; Issue: 3 Linguagem: Inglês
10.1002/hlca.19820650328
ISSN1522-2675
AutoresErich Widmer, Reinhard Zell, Hansjörg Grass, R. Marbet,
Tópico(s)Chemical Synthesis and Analysis
ResumoTechnical Procedures for the Synthesis of Carotenoids and Related Compounds from 6‐Oxo‐isophorone. VII. Synthesis of Rhodoxanthin and (3 RS ,3 RS )‐Zeaxanthin from the C 15 ‐Ring Component 1 An efficient 7‐step synthesis of (3 RS ,3 RS )‐zeaxanthin ( 3 ) in 20% overall yield starting from 6‐oxo‐isophorone ( 7 ) is described. Intermediates are 6,6′‐dihydro‐rhodoxanthin ( 4 ) and rhodoxanthin ( 1 ), which are now accessible in 4 and 5 steps, and 45 and 25% overall yield, respectively. Novel methods for the simultaneous removal of the hydroxy group and the partial reduction of the triple bond of a monoalkynylated 1,4‐dioxo‐2‐ene system have been developed.
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