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Synthesen in der Carotinoid‐Reihe. 10. Mitteilung. Anwendung der Wittig ‐Reaktion zur Synthese von Estern des Bixins und Crocetins
Author(s) -
Isler O.,
Gutmann H.,
Montavon M.,
Rüegg R.,
Ryser G.,
Zeller P.
Publication year - 1957
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/hlca.19570400515
Subject(s) - chemistry , wittig reaction , aldehyde , crocetin , stereochemistry , medicinal chemistry , organic chemistry , catalysis , food science , carotenoid
A simple and efficient synthesis of norbixin and crocetin diesters is described following the schemes C 2 + C 2o + C 2 ,=C 24 and C 3 + C 14 + C 3 = C 20 respectively. By means of the Wittig reaction crocetin di‐aldehyde is condensed with a bromoacetic acid ester and a C 14 ‐dialdehyde with an α‐bromopropionic acid ester. The intermediate tri‐ phenylphosphorane compounds are crystalline and easily isolated in a pure state.