The 'Mikami'-catalyst in enantioselective diels-alder reactions of juglone-based dienophiles with different 1-oxygenated dienes: An investigation on the substitution pattern dependent regioselectivity
A mechanistic study investigating the substitution pattern depending regioselectivity of enantioselective BINOL-Ti-catalyzed Diels-Alder reactions of juglone-based dienophiles with 1-oxygenated dienes is reported. The different influences of residues both on the diene as well as on the dienophiles are investigated giving a detailed picture of their role on the regioselectivity.
The 'Mikami'-Catalyst in Enantioselective Diels-Alder Reactions of Juglone-Based Dienophiles with Different 1-Oxygenated Dienes: An Investigation on the Substitution Pattern Dependent Regioselectivity
A mechanistic study investigating the substitution pattern depending regioselectivity of enantioselective BINOL-Ti-catalyzed- Diels-Alder reactions of juglone-based dienophiles with 1-oxygenated dienes is reported. The different influences of residues both on the diene as well as on the dienophiles are investigated giving a detailed picture of their role on the regioselectivity.
B?se, Dietrich,Frey, Wolfgang,Pietruszka, J?rg
p. 2524 - 2532
(2015/12/26)
CHANGES OF STEREOSELECTIVITY AND RATE IN DIELS-ALDER REACTIONS BY HYDROPHOBIC SOLVENT EFFECTS AND BY BOVINE SERUM ALBUMIN
The use of water instead of benzene as the solvent can strongly influence the stereoselectivity and the rate of Diels-Alder reactions of 1,4-naphthoquinone derivatives with different dienes.Enantiomeric exess (e.e.) up to 38percent is reached in the presence of a catalytic amount of bovine serum albumin.