59076-73-2Relevant academic research and scientific papers
Synthesis of Carotenoids in the Gliding Bacteria Taxeobacter: (all-E,2′R)-3-Deoxy-2′-hydroxyflexixanthin
Bircher, Christof,Pfander, Hanspeter
, p. 832 - 837 (1997)
The C40-carotenoid (all-E,2′,R)-deoxy-2′-hydroxyflexixanthin (= 1′,2′-dihydroxy-3′,4′-didehydro-1′,2′- dihydro-β,ψ-caroten-4-one; (2′R)-2) was synthesized according to a C15 + C10 + C5 + C10 = C40 strategy. The chiral centre was introduced into the C10-end group by the enantioselective Sharpless dihydroxylation. The four building blocks were coupled by applying four consecutive Wittig reactions. By comparison of the CD spectra of the synthetic (2′R)-2 with those of 2 isolated from the gliding bacteria Taxeobacter, the configuration of natural 2 was determined as (2′R).
