Tetrahedron letters

A new and easy route to (2E, 4E)-dienals by four-carbon homologation of aldehydes

M Bellassoued, M Salemkour

Index: Bellassoued, Moncef; Salemkour, Malika Tetrahedron Letters, 1993 , vol. 34, # 33 p. 5281 - 5284

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Citation Number: 15

Abstract

Abstract A new synthetic method of (2E, 4E)-dienals by four-carbon homologation of aldehydes is described. γ-trimethylsilyl crotonaldimine 2, easily generated from N-ter-butyl- crotonaldimine 1, LDA and ClSiMe 3, reacts with aldehydes in the presence of catalytic CsF in DMSO at rt→ 100 C to afford homologous aldehydes 3 in good yields and with excellent (E, E)-selectivities.