The sherry‐lactones and solerone. Their identification in dried figs | Zendy

Näf R. | Zendy; Jaquier A. | Zendy; Boschung A. F. | Zendy; Lindström M. | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

The sherry‐lactones and solerone. Their identification in dried figs

Author(s) -

Näf R.,

Jaquier A.,

Boschung A. F.,

Lindström M.

Publication year - 1995

Publication title -

flavour and fragrance journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.393

H-Index - 70

eISSN - 1099-1026

pISSN - 0882-5734

DOI - 10.1002/ffj.2730100404

Subject(s) - diastereomer , chemistry , ketone , enantiomer , stereochemistry , dihydroxylation , lactone , enantiomeric excess , sharpless asymmetric dihydroxylation , organic chemistry , enantioselective synthesis , catalysis

The two diastereoisomers of sherry‐lactone (5‐hydroxy‐4‐hexanolide, 1 and 2) and the corresponding ketone (5‐keto‐4‐hexanolide = solerone, 3) were identified in a solvent extract of dried figs and their enantiomeric distributions were determined. The (4S,5S)‐ and the (4R,5R)‐enantiomers of diastereoisomer 1 were selectively synthesized following the method of Sharpless (asymmetric dihydroxylation) and their optical rotations were measured. Diastereoisomer 2 was isolated as an almost racemized by‐product. Racemic ketone 3 was obtained by oxidation of either (4S,5S)‐ or (4R,5R)‐1.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research