Categories: C=C Bond Formation >
Synthesis of (Z)-alkenes
Name Reactions
Recent Literature
Deprotonation of 3,3,3-trichloropropyl-1-triphenylphosphonium chloride
generates the corresponding phosphorane, which reacts with aldehydes to give
trichloromethylated (Z)-olefins, which are useful for the synthesis
of (Z)-1,3-enynes, (Z,Z)-1-chloro-1,3-dienes, and 1,3-diynes
in high yields and stereospecificities.
M. S. Karatholuvhu, P. L. Fuchs, J. Am. Chem. Soc.,
2004, 126, 14314-14315.
Fe(0) is cost-effective, environmentally friendly alternative to Cr(II) for
the olefination of carbonyls by activated polyhalides. Fe(0) proved
compatible with a wide range of functionality, such as unprotected phenol,
aryl nitro, carboxylic acid, and alkyl nitrile.
J. R. Falck, R. Bejot, D. K. Barma, A. Bandyopadhyay, S. Joseph, C.
Mioskowski, J. Org. Chem., 2006, 71, 8178-8182.
