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Syntheses and odour descriptions of cyclopropanated compounds: 4. 1 modification of aliphatic dienols
Author(s) -
Kiyota Hiromasa,
Takai Takafumi,
Kuwahara Shigefumi
Publication year - 2003
Publication title -
flavour and fragrance journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.393
H-Index - 70
eISSN - 1099-1026
pISSN - 0882-5734
DOI - 10.1002/ffj.1171
Subject(s) - chemistry , cyclopropane , double bond , cyclopropanation , stereochemistry , organic chemistry , medicinal chemistry , ring (chemistry) , catalysis
Several long‐chain aliphatic dienols used as commercial odourants were modied with cyclopropane rings, and their characteristics were examined. We used commercially available (2 E , 4 E )‐2, 4‐decadien‐1‐ol, (3 Z , 6 Z )‐3, 6‐nonadien‐1‐ol, and (2 E , 6 Z )‐2, 6‐nonadien‐1‐ol as parent compounds. Monocyclopropanation of the two double bonds in each compound resulted in a signicant increase of odour quality. However, dicyclopropanated analogues lost their original odour quality and intensity. Copyright © 2003 John Wiley & Sons, Ltd.