854300-69-9Relevant academic research and scientific papers
Copper-free asymmetric allylic alkylation using grignard reagents on bifunctional allylic bromides
Grassi, David,Alexakis, Alexandre
supporting information; experimental part, p. 1568 - 1571 (2012/06/01)
A series of substrates containing a vinylic bromide were employed in a copper-free methodology using bidendate NHC ligands. The desired compounds are generally obtained with good enantioselectivity and good regioselectivity. Importantly the copper-catalyzed system afforded a lower enantioselectivity value. The catalytic products could be transformed into a broad scope of new 1,1-disubstituted olefins in a single step transformation without erosion of the enantioselectivity.
Expedient synthesis of β,β-disubstituted α- methylenepropionates
Biswas, Kallolmay,B?rner, Christoph,Gimeno, Josepe,Goldsmith, Paul J.,Ramazzotti, Daniella,So, Angela L.K.,Woodward, Simon
, p. 1433 - 1442 (2007/10/03)
Baylis-Hillman alcohols are excellent sources of the allylic halides ArCHCH(CH2X)(CO2R) (X=Br, Cl; R1=Me, Et, But). The Z double bond isomers are attained in high isomeric purity (>14:1, Z/E). The halides are ch
Enantioselective preparation of β,β-disubstituted α-methylenepropionates by MAO promotion of the zinc schlenk equilibrium
Goldsmith, Paul J.,Teat, Simon J.,Woodward, Simon
, p. 2235 - 2237 (2007/10/03)
(Chemical Equation Presented) The zinc Schlenk equilibrium, little used since it was first described in 1966, has been promoted through the addition of methylaluminoxane (MAO) to maximize the yield of ZnR2 from deleterious RZnCl by-products. This process allows an SN2′- addition approach to the preparation of chiral β,β-disubstituted α-methylenepropionates with high enantioselectivity (see scheme).
