New Syntheses of Retinal and Its Acyclic Analog γ??Retinal by an Extended Aldol Reaction with a C6 Building Block That Incorporates a C5 Unit after Decarboxylation. …

…, B Valla, R Le Guillou, D Cartier, L Dufossé…

Index: Valla, Alain; Valla, Benoist; Le Guillou, Regis; Cartier, Dominique; Dufosse, Laurent; Labia, Roger Helvetica Chimica Acta, 2007 , vol. 90, # 3 p. 512 - 520

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Citation Number: 23

Abstract

Abstract Since the C 15 β-end-group aldehyde 10 ((β-ionylidene) acetaldehyde), an excellent intermediate in the syntheses of retinoids, can be synthesized in many ways from β- ionone, and since the corresponding acyclic C 15 ψ-end-group aldehyde 5 can easily be synthesized from citral (1)(Scheme 3), we applied the C 15+ C 5 route to the syntheses of γ- retinal ((all-E)-8)(Scheme 3) and retinal ((all-E)-13)(Scheme 4), and therefore, by coupling ...