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Odour properties of some 5‐alkoxy and 5‐aryloxymethylene‐1,3,3‐trimethyl‐2‐oxabicyclo[2.2.2]octan‐6‐ones
Author(s) -
MARIANI E.,
SCHE P.,
BARGAGNA A.,
LONGOBARDI M.
Publication year - 1995
Publication title -
international journal of cosmetic science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.532
H-Index - 62
eISSN - 1468-2494
pISSN - 0142-5463
DOI - 10.1111/j.1467-2494.1995.tb00108.x
Subject(s) - aroma , chemistry , alkoxy group , organic chemistry , phenols , stereochemistry , food science , alkyl
Synopsis The synthesis of 5‐alkoxy and 5‐aryloxymethylene‐1,3,3‐trimethyl‐2‐oxabicyclo[2.2.2]octan‐6‐ones by reaction of (+)‐5‐hydroxymethylene‐1,3,3‐trimethyl‐2‐oxabicyclo[2.2.2]octan‐6‐one with a number of saturated or unsaturated alcohols and phenols in order to check how substituents affected the fragrance, is described. Materials and methods for the synthesis of fifteen terpenyl ethers are illustrated. The terpenyl ethers have been tested for their olfactive character and the preliminary findings seem to indicate that some aliphatic ethers showed interesting notes such as floral aroma, honey like aroma, green floral note. Yields, bps or mp, IR and 1 H‐NMR spectral data of all compounds are reported.