797752-69-3Relevant academic research and scientific papers
Tandem intramolecular carbolithiation-lithium/zinc transmetallation and applications to carbon-carbon bond-forming reactions
Yus, Miguel,Ortiz, Rosa
, p. 3833 - 3841 (2007/10/03)
Lithium/zinc transmetallation with the cyclic organolithium intermediate 3 (prepared by intramolecular carbolithiation of the initially formed organolithium 2) gives the corresponding organozinc intermediate 5. Copper- or palladium-promoted SN2
Molybdenum(II)- and tungsten(II)-catalyzed allylic substitution
Malkov, Andrei V.,Baxendale, Ian R.,Dvorak, Dalimil,Mansfield, Darren J.,Kocovsky, Pavel
, p. 2737 - 2750 (2007/10/03)
The molybdenum(II) complexes Mo(CO)5(OTf)2 (7a), [Mo(CO)4Br2]2 (8a), their tungsten(II) congeners 7b and 8b, and bimetallic complex Mo(CO)3(MeCN)2(SnCl3)Cl (9a) have been found to catalyze the C-C bond-forming allylic substitution with silyl enol ethers derived from β-dicarbonyls (e.g., 16 + 30 → 46) or from simple ketones (e.g., 16 + 32 → 50), aldehydes, and esters as nucleophiles under mild conditions (room temperature, 1-2 h). Methanol, as a prototype oxygen nucleophile, reacts in a similar fashion (e.g., 16 + MeOH → 43). Mechanistic and stereochemical experiments are indicative of Lewis-acid catalysis rather than a metal template-controlled process.
