Helvetica Chimica Acta p. 2419 - 2435 (1981)
Update date:2022-08-03
Topics:
Becher, Elisabeth
Albrecht, Robert
Bernhard, Kurt
Leuenberger, Hans G. W.
Mayer, Hans
et al.
Racemic 3-acetoxy-4-oxo-β-ionone (10) was synthesized from the industrially accessible intermediate β-ionone (5).Resolution of 10 into its enantiomers was achieved via the corresponding diastereometric camphanates and by microbial resolution.Site-selective alkylation of racemic and of optically pure 3-acyloxy-4-oxo-β-ionones with vinyl magnesium chloride at -70 deg furnished the corresponding 3-acyloxy-4-oxo-9-vinyl-β-ionols which could be transformed to the Wittig salts 1, 3 and 4, respectively, following known procedures <1>.
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Doi:10.1246/cl.1981.1691
(1981)Doi:10.1039/b406697a
(2004)Doi:10.1021/jo00349a003
(1982)Doi:10.1016/j.carres.2004.06.001
(2004)Doi:10.1002/ejoc.200400885
(2005)Doi:10.1007/BF00905127
(1951)
