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The Use of (+)‐8‐Phenylneomenthol in the Synthesis of Enantiomerically Pure (−)‐Jasmonate Methyl Ester
Author(s) -
Quinkert Gerhard,
Schmalz HansGünther,
Dzierzynski Elmar M.,
Dürner Gerd,
Bats Jan W.
Publication year - 1986
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198609921
Subject(s) - methyl jasmonate , pulegone , raw material , chemistry , organic chemistry , food science , biochemistry , essential oil , gene
A convenient route to (–)‐methyl jasmonate 1 , a valuable raw material in the perfumery industry, makes use of the new chiral auxiliary 2 . Compound 2 is readily accessible from naturally occurring ( R )‐(+)‐pulegone. It was possible with the help of 2 to synthesize a chiral vinylcyclopropanedicarboxylate, a precursor of 1 , which was hitherto only obtainable via a circuitous route.