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Synthesen in der Carotinoid‐Reihe. 10. Mitteilung. Anwendung der <i>Wittig</i>‐Reaktion zur Synthese von Estern des Bixins und Crocetins
Helvetica Chimica Acta · 1957 · Vol. 40(5) · pp. 1242–1249
O. Isler✉(Roche (Switzerland))Heike Gutmann(Roche (Switzerland))M. Montavon(Roche (Switzerland))R. Rüegg(Roche (Switzerland))G. Ryser(Roche (Switzerland))P. Zeller(Roche (Switzerland))
Abstract
Abstract 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.
Phosphorus compounds and reactionsSynthesis and Reactivity of Sulfur-Containing CompoundsOrganophosphorus compounds synthesisChemistryWittig reactionAldehydeCrocetinStereochemistryMedicinal chemistryOrganic chemistryCatalysis
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