- Synthesis of both enantiomers of cis-α-irone and cis-γ-irone, principal constituents of iris oil, via resolution of (±)-2,2,4-trimethyl-3-cyclohexene-1-carboxylic acid
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The principal constituents of iris oil, (-)-cis-α-irone and (-)-cis-γ-irone, and their enantiomers, were synthesized from (-)- and (+)-2,2,4-trimethyl-3-cyclohexene-1-carboxylic acids. The racemic acid was resolved by recrystallization of its salt with a chiral amine, or by enzymatic hydrolysis of the corresponding alcohol. The fragrances of (-)-(1R,5S)-cis-α-irone and (-)-(1R,5S)-cis-γ-irone were superior to those of (+)-(1S,5R)-cis-α-irone and (+)-(1S,5R)-cis-γ-irone. Copyright (C) 2000 Elsevier Science Ltd.
- Inoue, Takahiro,Kiyota, Hiromasa,Oritani, Takayuki
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p. 3807 - 3818
(2007/10/03)
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- C45- and C50-Carotenoids: Synthesis of Optically Active Cyclic C20-Building Blocks and of (2R,2'R)-2,2'-Bis(4-hydroxy-3-methyl-2-butenyl)-β,β-carotene ( =C.p. 450)
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The synthesis of the optically active C20-building blocks (R)-26 and (R)-39 and of the optically active cyclic C50-carotenoid C.p. 450 (3) starting from (-)-β-pinene is reported.
- Wolleb, Heinz,Pfander, Hanspeter
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p. 646 - 658
(2007/10/02)
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