Tetrahedron

Synthèses Stéréosélectives des Acides 13 E et 13 Z Rétinoı̈ques via un Nouvel Intermédiaire β-Méthylènealdéhyde en C-15

A Valla, Z Andriamialisoa, V Prat, A Laurent, M Giraud…

Index: Valla, Alain; Andriamialisoa, Zo; Prat, Virginie; Laurent, Alain; Giraud, Michel; Labia, Roger; Potier, Pierre Tetrahedron, 2000 , vol. 56, # 37 p. 7211 - 7215

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Citation Number: 13

Abstract

Résumé The methylene-de-oxo-bisubstitution reaction between dimethyl isopropylidene malonate and the C-15 β-methylenealdehyde 1 which could serve as substitute for E β- ionylideneacetaldehyde 2, produces stereoselectively the E, E olefin. Hence, new stereoselective syntheses of 13 E and 13 Z retinoic acids were described.

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