The Use of (+)‐8‐Phenylneomenthol in the Synthesis of Enantiomerically Pure (−)‐Jasmonate Methyl Ester | Zendy

Quinkert Gerhard | Zendy; Schmalz HansGünther | Zendy; Dzierzynski Elmar M. | Zendy; Dürner Gerd | Zendy; Bats Jan W. | Zendy

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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.

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