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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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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Abstract 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
AbstractList 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
Author Vastra, J.
Mangeney, P.
Alexakis, A.
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  ident: 10.1016/S0040-4039(97)10068-5_BIB20_1
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  doi: 10.1016/0040-4039(96)01038-6
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  ident: 10.1016/S0040-4039(97)10068-5_BIB1
  contributor:
    fullname: Perlmutter
– volume: Vol. 4
  start-page: 169
  year: 1991
  ident: 10.1016/S0040-4039(97)10068-5_BIB4
  contributor:
    fullname: Kozlowski
– volume: 41
  start-page: 135
  year: 1992
  ident: 10.1016/S0040-4039(97)10068-5_BIB3
  publication-title: Org. React.
  contributor:
    fullname: Lipshutz
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Snippet 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...
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Title Acceleration of the conjugate addition of diethyl zinc to enones by either Cu(OTf) 2 or trivalent phosphorus ligands
URI https://dx.doi.org/10.1016/S0040-4039(97)10068-5
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