Free accessResearch articleFirst published online 2006-4
A Remarkable Catalytic Activity of [Cu(Ncme) 2 (PPh 3 ) 2 ]BF 4 in Conjugate Addition of Organomanganese Reagents to α,β-Unsaturated Ester,Enone and Allyl Chloride
A simple and convenient method of conjugate addition of alkyl and aryl organomanganese reagents to α,β-unsaturated ester and enone and allyl chloride in presence of Cu(I) salts is described. Conjugated products result with [Cu(NCMe)2(PPh3)2]BF4 as a catalyst along with chlorosilane as an accelerator at −10 to 0 °C.
HoriguchiY., MatsuzawaS., NakamuraE., and KuwajimaI., Tetrahedron Lett., 1986, 45, 4025; S. Matsuzawa, Y. Horiguchi, E. Nakamura and I. Kuwajima, Tetrahedron, 1989, 45, 349.
2.
(a) EndaJ., and KuwajimaI., J. Am. Chem. Soc., 1986, 107, 5495.
3.
CoreyE.J., and BoazN. W., Tetrahedron Lett., 1985, 26, 6015.
4.
AlexakisA., BerlanJ., and BesaceY., Tetrahedron Lett., 1986, 27, 1047.
5.
NakamuraE., MatsuzawaS., HoriguchiY., and KuwajimaI., Tetrahedron Lett., 1986, 27, 4029.
6.
KharaschM.S., and TawneyP. O., J. Am. Chem. Soc., 1941, 63, 2308.
7.
YamamotoY., YamamotoS., YatagaiH., IshiharaY., and MaruyamaK., J. Org. Chem., 1982, 47, 119.
8.
SakataH., and KuwajimaI., Tetrahedron Lett., 1987, 28, 5719.
9.
SakataH., AokiY., and KuwajimaI.Tetrahedron Lett., 1990, 31, 1161.
