Linalyl oxide, from linalool

Fig. 17.14 Simultaneous stereoanalysis of Lavandula oil constituents, using enantio-MDGC (standard mixture), a Preseparation of racemic compounds unresolved enantiomeric pairs of octan-3-ol (6, 7), frcms-linalool oxide (1, 2), oct-l-en-3-ol (9, 10), ds-linalool oxide (3, 4), camphor (5, 8), linalool (17, 18), linalyl acetate (11, 12), terpinen-4-ol (15, 16) and lavandulol (13, 14). b Chiral resolution of enantiomeric pairs, transferred from the precolumn trans-linalool oxide 1 (2S,5S), 2 (2R,5R) ds-linalool oxide 3 (2R,5S), 4 (2S,5R) camphor 5 (IS), 8 (IR) octan-3-ol 6 R, 7S oct-1-en-3-ol PS, 10 R linalyl acetate 11 R, 12 S lavandulol 13 R, 14 S terpinen-4-ol 15 R, 16 S linalool 17 R, 18 S. [75]...

Two isomers of linalool oxide have been isolated from lilac Syringa vulgaris L.) flower oil, " and their syntheses from ( + )-linalyl acetate have been effected following Scheme 19 the four diastereoisomers of the lilac alcohols (323) were separated by gas chromatography.It should be added that the aldehydes in this series were prepared elsewhere by direct cyclization with sodium carbonate in methanol of the selenium oxide oxidation product of linalyl acetate. " ... 

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