Diastereoselective synthesis of (E)-alkenes and (E)-1, ω-dienes starting from diastereoisomeric mixtures of 1-bromo-1-alkenes: New syntheses of monounsaturated or …

R Rossi, A Carpita

Index: Rossi, Renzo; Carpita, Adriano Tetrahedron Letters, 1986 , vol. 27, # 22 p. 2529 - 2532

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Citation Number: 32

Abstract

Abstract The PdCl 2 (dppf)-catalyzed cross-coupling reaction between diastereoisomeric mixtures of 1-bromo-1-alkenes which contain n equiv. of (E)-stereoisomers and n equiv. of Grignard reagents allows to obtain (E)-alkenes or (E)-1-ω-dienes having 95.5–99% stereoisopmeric purity in satisfactory yields. Such compounds are useful precursors to several naturally occuring substances.