Tetrahedron letters

Resolution of allylic alcohols via copper (I) complexes with a chiral diamine

ME Cucciolito, F Ruffo, A Vitagliano, M Funicello

Index: Cucciolito; Cucciolito, Maria E.; Ruffo; Ruffo, Francesco; Vitagliano; Vitagliano, Aldo; Funicello, Maria Tetrahedron Letters, 1994 , vol. 35, # 1 p. 169 - 170

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Citation Number: 2

Abstract

Abstract By using the Corey diamine 1, 2-diphenyl-N, N′-bis [(2, 4, 6-trimethylphenyl) methyl]-1, 2-diaminoethane, Copper (I) olefin complexes are prepared. When the olefin is a racemic allylic alcohol, selective coordination of one enantiomer is observed. Cleavage with aqueous HCl or NaCN allows a two-steps resolution affording excellent enantiomeric excess.