Acceleration of the conjugate addition of diethyl zinc to enones by either Cu(OTf) 2 or trivalent phosphorus ligands

The conjugate addition of diethyl zinc to enones under copper catalysis occurs well with copper (II) triflate. Other copper salts need a phosphine or phosphite ligand to be efficient. The best combination is copper (II) triflate and triethyl phosphite. A very small amount of copper (II) triflate (0....

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Bibliographic Details
Published inTetrahedron letters Vol. 38; no. 44; pp. 7745 - 7748
Main Authors Alexakis, A., Vastra, J., Mangeney, P.
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 01.11.1997
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Summary:The conjugate addition of diethyl zinc to enones under copper catalysis occurs well with copper (II) triflate. Other copper salts need a phosphine or phosphite ligand to be efficient. The best combination is copper (II) triflate and triethyl phosphite. A very small amount of copper (II) triflate (0.5%) and triehyl phosphite (1%) are enough for high yields. several other examples of cyclic and acyclic enones, alkylidene malonates and nitro olefins
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(97)10068-5