Helvetica Chimica Acta p. 943 - 956 (1981)
Update date:2022-08-03
Topics:
Escher, Sina
Giersch, Wolfgang
Ohloff, Guenther
(-)-(S)-2-Hydroxy-β-ionone (33), (+)-(2S,6S)-2-hydroxy-α-ionone (34), and their acetates 35 and 36 have been synthesized from (+)-(S)-6-methylbicyclo<4.3.0>non-1-ene-3,7-dione (3).The key intermediate (+)-(1R,3S,6S)-2,2,6-trimethyl-7-oxobicyclo<4.3.0>non-3-yl acetate (7) was correlated with a degradation product of the pentacyclic triterpene ursolic acid (16).Compound 33 was also synthesized by an alternative route starting from (-)-trans-verbenol (42).
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