|Related Categories||Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Privileged Ligands and Complexes, TADDOLs More...|
|optical activity||[α]19/D +67°, c = 1 in chloroform|
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Ligand for enantioselective Lewis-acid mediated Diels-Alder,1 allyltitanation of aldehydes,2 and Michael-Mukaiyama additions promoted by chiral Ti-complexes.3
Apart from numerous examples using TADDOLs in metal-catalyzed asymmetric reactions, Rawal recently reported that TADDOLs could be used as Brønsted acid organocatalysts in highly stereoselective heter...
Aldrich ChemFiles 2007, 7.9, 13.
Keywords: Addition reactions, Aminations, Asymmetric synthesis, Catalysis, Substitutions
The chiral auxiliaries TADDOLs (α,α,α,α-tetraaryl-1,3-dioxolane-4,5- dimethanols) developed by Seebach's group have found numerous applications in asymmetric synthesis ranging from utilization as sto...
Keywords: Addition reactions, Asymmetric synthesis, Catalysis, Chiral auxiliaries, Desymmetrizations, Diels-Alder reaction, Fluorinations, Hydrogenations, Metathesis, Nucleophilic additions, Polymerization reactions, Transesterifications
1. Quinkert, G. et al. Tetrahedron Lett. 33, 3617, (1992)
2. A. Hafner et al. J. Am. Chem. Soc. 114, 2321, (1992)
3. Bernardi, A. et al. Tetrahedron Lett. 36, 1363, (1995)
FT-NMR 1 (2), 377:A / RegBook 1 (1), 1337:F / Structure Index 1, 206:C:3
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