- Direct, Biomimetic Synthesis of (+)-Artemone via a Stereoselective, Organocatalytic Cyclization
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We present a four-step synthesis of (+)-artemone from (-)-linalool, featuring iminium organocatalysis of a doubly diastereoselective conjugate addition reaction. The strategy follows a proposed biosynthetic pathway, rapidly generates stereochemical complexity, uses no protecting groups, and minimizes redox manipulations. Georg Thieme Verlag Stuttgart.
- Nacsa, Eric D.,Fielder, Brian C.,Wetzler, Shannon P.,Srisuknimit, Veerasak,Litz, Jonathan P.,Van Vleet, Mary J.,Quach, Kim,Vosburg, David A.
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p. 2599 - 2602
(2015/09/01)
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- Actinidia arguta: Volatile compounds in fruit and flowers
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More than 240 compounds were detected when the volatile components of the flowers and the fruit from several Actinidia arguta genotypes were investigated. Around 60-70 different compounds were extracted from individual tissues of each genotype. Two different methods of volatile sampling (headspace and solvent) favoured different classes of compounds, dependent upon their volatilities and solubilities in the flower or fruit matrices. The compounds extracted from flowers largely comprised linalool derivatives including the lilac aldehydes (12a-d) and alcohols (13a-d), 2,6-dimethyl-6-hydroxyocta-2,7-dienal (8), 8-hydroxylinalool (9), sesquiterpenes, and benzene compounds that are presumed metabolites of phenylalanine and tyrosine. Extracts of fruit samples contained some monoterpenes, but were dominated by esters such as ethyl butanoate, hcxanoate, 2-methylbutanoate and 2-methylpropanoate, and by the aldehydes hexanal and hex-E2-enal. A number of unidentified compounds were also detected, including 8 from flowers that are so closely related that they are either isomers of one compound or two or more closely related compounds. This is the first report of the presence of a range of linalool derivatives in Actinida.
- Matich, Adam J.,Young, Harry,Allen, John M.,Wang, Mindy Y.,Fielder, Simon,McNeilage, Mark A.,MacRae, Elspeth A.
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p. 285 - 301
(2007/10/03)
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- Narcissus trevithian and Narcissus geranium: Analysis and Synthesis of Compounds
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The essential oils of two narcissus varieties, Narcissus trevithian and Narcissus geranium, obtained by extraction of flowers followed by high vacuum distilation of the absolute, were analyzed by GC/MS.After separation in fractions, unknown compounds were isolated by preparative GLC and their structures established by NMR/IR spectroscopy.The synthesis of a number of new compounds, found for the first time in narcissus oil, is described.The two narcissus species are compared with respect to their main components and odor quality.All compounds found so far in narcissus varieties are listed.
- Dort, Hans M. van,Jaegers, Paul P.,Heide, Roel ter,Weerdt, Anton J. A. van der
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p. 2063 - 2075
(2007/10/02)
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