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Enzyme‐Mediated Syntheses of the Enantiomers of γ ‐Irones
Author(s) -
Brenna Elisabetta,
Fuganti Claudio,
Ronzani Sabrina,
Serra Stefano
Publication year - 2001
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(20011219)84:12<3650::aid-hlca3650>3.0.co;2-5
Subject(s) - chemistry , enantiomer , enzyme , stereochemistry , biochemistry
An enzymatic approach to the synthesis of all the possible stereoisomers of ( E ) and ( Z ), cis and trans‐γ ‐irones in enantiomerically pure form from commercial Irone Alpha ® is described. A very efficient resolution of racemic trans ‐ γ‐ irone, affording both the enantiomers in high ee and chemical purity, is also presented. Olfactory evaluation of (+)‐ and (−)‐ 3b and full configuration assignment of the irone isomers contained in samples of Italian iris oil are reported.