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- Title
Enantioselective synthesis and sensory properties of 3-methylthiodecanal.
- Authors
Jiang, Yaolin; Liu, Hao; Liu, Yongguo; Yang, Shaoxiang; Sun, Baoguo; Tian, Hongyu
- Abstract
The enantioselective synthesis of two enantiomers of 3-methylthiodecanal was described, in which the optically active 1-undecen-4-ols prepared by asymmetric catalytic addition of n-octanal with allyltributylstannane went through oxidation of double bond and nucleophilic substitution of hydroxy group via mesylate to afford the target molecules with about 90% ee values. Odour properties and approximate thresholds were determined by means of GC/Olfactory. The data indicated that two enantiomers of 3-methylthiodecanal presented distinctive odour feature from each other and also a slight difference in odour intensity.
- Subjects
ENANTIOSELECTIVE catalysis; HYDROCARBON synthesis; OPTICAL isomers; SENSORY evaluation; NUCLEOPHILIC substitution reactions; METHANESULFONATES
- Publication
Flavour & Fragrance Journal, 2017, Vol 32, Issue 3, p165
- ISSN
0882-5734
- Publication type
Article
- DOI
10.1002/ffj.3370