Tetrahedron letters

A new vinylic organolithium reagent: An expedient C 10+ C 10 synthesis of retinal

L Duhamel, P Duhamel, Y Le Gallic

Index: Duhamel, L.; Duhamel, P.; Gallic, Y. Le Tetrahedron Letters, 1993 , vol. 34, # 2 p. 319 - 322

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Citation Number: 22

Abstract

Abstract 2, 6-Dimethyl-8-methoxy-1-lithio-octatetra-1, 3, 5, 7-ene 4 is prepared by bromine- lithium exchange from its readily accessible bromo precursor 8. The lithio reagent 4 reacts with carbonyl compounds to give in one pot, after a mild acidic hydrolysis, the retinoid aldehydes 2.