Improved yields with added copper(I) salts in carbonylative stille couplings of sterically hindered vinylstannanes.
Stille coupling under standard carbonylative conditions proceeds in poor yield when using hindered alkenylstannane and enol triflate partners. The inclusion of 35 mol % CuI or CuBr significantly improves the efficiency of the coupling, providing a variety of complex 1,4-dien-3-ones in good to excellent yield.
Mazzola
R D
RD
Department of Chemistry, University of Utah, 315 South 1400 East, RM 2020, Salt Lake City, Utah 84112-0850, USA.
Giese
Sören
S
Benson
Chantel L
CL
West
F G
FG
D003300:Copper / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D012492:Salts / Q000737:chemistry; D017971:Tin Compounds / Q000737:chemistry*
D012492:Salts; D017971:Tin Compounds; C031525:stannane; D003300:Copper