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Original Articles

Preparative High-Performance Liquid Chromatographic Separation of Natural Farnesol Isomers (1)

Pages 279-286 | Published online: 05 Dec 2006

References

  • Trade names are used in this publication solely for the purpose of providing specific information. Mention of a commercial or a proprietary product does not constitute a recommendation, guarantee, or warranty of the product by the U.S. Department of Agriculture or an endorsement by the Department of the products mentioned
  • Bates , R. B. , Gale , D. M. and Gruner , B. J. 1963 . The stereoisomeric farnesols . J. Org. Chem. , 28 : 1086
  • Heathcock , C. H. 1973 . The Total Synthesis of Natural Products , Edited by: ApSimon , J. Vol. 2 , 200 New York : Wiley .
  • Corey , E. J. and Yamamoto , H. 1970 . New stereospecific synthetic routes to farnesol and its derivatives, including a biologically active position isomer of C17 cecropia juvenile hormone . J. Am. Chem. Soc. , 92 : 6637
  • Windholz , M. 1976 . The Merck Index , 9th Ed. , 516 New Jersey : Merck and Co., Inc. .
  • Obtained from International Flavors and Fragrances, Union Beach, New Jersey; most other commercial sources seem to provide farnesol as a mixture of all four possible 2,6-isomers resulting from the isomerization of an (E)- and (Z)-nerolidol mixture
  • Schwartz , M. A. and Swanson , G. C. 1979 . Stereospecific synthesis of the diastereomeric (±)-α-bisabolols. A caveat on the assignment of stereochemistry to natural α-bisabolol . J. Org. Chem. , 44 : 953
  • Yamamoto , R. T. and Jacobson , M. 1962 . Juvenile hormone activity of isomers of farnesol . Nature (London) , 196 : 908
  • van Tamelen , E. E. , Storni , A. , Hessler , E. J. and Schwartz , M. 1963 . The biogenetically patterned in vitro oxidation-cyclization of farnesyl acetate . J. Am. Chem. Soc. , 85 : 3295
  • van Tamelen , E. E. 1968 . Bioorganic chemistry: sterols and acyclic terpene terminal epoxides . Accounts Chem. Res. , 1 : 111
  • Bates , R. B. , Gale , D. M. , Gruner , B. J. and Nicholas , P. P. 1961 . The stereo-isomeric farnesols . Chem. Ind. (London) , : 1907
  • Waters Associates, Inc., Mass. March 1973 . Using liquid chromatography to obtain chemical purity March , AN-115

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