Phosphorus and Sulfur and the Related Elements, 1983
The stereochemistry of the olefin forming reaction of various phosphoryl stabilized carbanions an... more The stereochemistry of the olefin forming reaction of various phosphoryl stabilized carbanions and aldehydes in ethanol is reported. The aromatic aldehydes react with acyclic phosphoryl stabilized carbanions yielding the trans isomers stereoselectively, whereas the 5- and 6-membered cyclic phosphonates (II and III) resulted in high yields of cis isomeric olefins. The aliphatic aldehydes give rise to considerable amounts of cis
Phosphorus and Sulfur and the Related Elements, 1983
The rates of the Horner-reaction of five phosphonates (I-V) with sodium ethoxide and various p- a... more The rates of the Horner-reaction of five phosphonates (I-V) with sodium ethoxide and various p- and m-substituted benzaldehydes, and ethanol as solvent, are reported. The kinetics of the reactions are overall third order, first order in phosphonate, ethoxide, and aldehyde, respectively. The reaction is accelerated by electron-withdrawing substituents in the benzaldehyde, giving a reaction constant, ρ, of approximately + 2.0.
Phosphorus and Sulfur and the Related Elements, 1983
The stereochemistry of the olefin forming reaction of various phosphoryl stabilized carbanions an... more The stereochemistry of the olefin forming reaction of various phosphoryl stabilized carbanions and aldehydes in ethanol is reported. The aromatic aldehydes react with acyclic phosphoryl stabilized carbanions yielding the trans isomers stereoselectively, whereas the 5- and 6-membered cyclic phosphonates (II and III) resulted in high yields of cis isomeric olefins. The aliphatic aldehydes give rise to considerable amounts of cis
Phosphorus and Sulfur and the Related Elements, 1983
The rates of the Horner-reaction of five phosphonates (I-V) with sodium ethoxide and various p- a... more The rates of the Horner-reaction of five phosphonates (I-V) with sodium ethoxide and various p- and m-substituted benzaldehydes, and ethanol as solvent, are reported. The kinetics of the reactions are overall third order, first order in phosphonate, ethoxide, and aldehyde, respectively. The reaction is accelerated by electron-withdrawing substituents in the benzaldehyde, giving a reaction constant, ρ, of approximately + 2.0.
Uploads