201815-23-8Relevant academic research and scientific papers
Highly Enantioselective Ring Opening of Cyclic Meso-Anhydrides to Isopropyl Hemiesters with Ti-TADDOLates: An Alternative to Hydrolytic Enzymes?
Jaeschke, Georg,Seebach, Dieter
, p. 1190 - 1197 (2007/10/03)
The Lewis acid mediated transfer of an alkoxide ligand from the chiral ligand sphere of Ti - TADDOLate (1) to cyclic meso anhydrides to afford the corresponding hemiesters is described. By using this method a variety of structurally different anhydrides can be converted to isopropyl hemiesters with high enantioselectivities (enantiomer ratios up to 99:1). We have also investigated Lewis acidic titanium complexes, which differ from 1 in the chiral ligand or the alkoxide ligand that is transferred. Finally, a catalytic version, which allows the substoichiometric use of Ti- TADDOLate in the presence of stoichiometric amounts of Al(Oi-Pr)3, is presented.
Hoch enantioselektive Oeffnung cyclischer meso-Anhydride zu Isopropylhalbestern mit Diisopropoxytitan-TADDOLaten
Seebach, Dieter,Jaeschke, Georg,Wang, Yan Ming
, p. 2605 - 2606 (2007/10/03)
Keywords: Anhydride, Asymmetrische Synthesen, Halbester, TADDOL, Titanverbindungen
