Asymmetric Synthesis and Sensory Evaluation of Sedanenolide | Zendy

Daichi Oguro | Zendy; Hidenori Watanabe | Zendy

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Asymmetric Synthesis and Sensory Evaluation of Sedanenolide

Author(s) -

Daichi Oguro,

Hidenori Watanabe

Publication year - 2011

Publication title -

bioscience biotechnology and biochemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.110206

Subject(s) - enantiomer , odor , propargyl alcohol , sensory system , aroma , intramolecular force , chemistry , enantioselective synthesis , organic chemistry , psychology , food science , catalysis , neuroscience

The synthesis and sensory evaluation of enantiomeric sets of sedanenolide (1) and 3-butylphthalide (3) are described. The asymmetric synthesis was achieved via the intramolecular Diels-Alder reaction of chiral propargylester (5) which was prepared from optically active propargyl alcohol (4) and 2,4-pentadienoic acid. The sensory evaluation of these enantiomers revealed that there were distinct differences between their aroma character and odor threshold.

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