1192678-82-2Relevant articles and documents
On the role of PIII ligands in the conjugate addition of diorganozinc derivatives to enones
Pfretzschner, Tatjana,Kleemann, Lutz,Janza, Birgit,Harms, Klaus,Schrader, Thomas
, p. 6048 - 6057 (2004)
A mechanistic study on the conjugate addition of diethylzinc to cyclohexenone catalyzed by various chiral PIII ligands, provides new insights into its mechanism. Complete in situ conversion of the catalytic amount of Cu(OTf)2 into Cu
Preparation and characterization of new C2- and C 1-symmetric nitrogen, oxygen, phosphorous, and sulfur derivatives and analogs of TADDOL. part II
Pichota, Arkadius,Gramlich, Volker,Bichsel, Hans-Ulrich,Styner, Thomas,Knoepfel, Thomas,Wuensch, Ralf,Hintermann, Tobias,Schweizer, W. Bernd,Beck, Albert K.,Seebach, Dieter
experimental part, p. 1273 - 1302 (2012/10/07)
TADDOL (=α,α,α′,α′-Tetraaryl-1,3- dioxolane-4,5-dimethanol) and the corresponding dichloride are converted to TADDAMINs (=(4S,5S)-2,2,N,N′-tetramethyl-α,α,α′, α′-tetraphenyl-1,3-dioxolan-4,5-dimethanamines) (Scheme 2) and ureas, 12-15, and to TADDOP derivatives with seven-membered O-P-O ester rings (Schemes 3 and 4). Cl/P-Replacement via the Michaelis-Arbuzov reaction (Scheme 7) on mono- and dichlorides, derived from TADDOL, are described. It was not possible to obtain phosphines with the P-atom attached to the benzhydrylic C-atom of the TADDOL skeleton (Schemes 6 and 7). The X-ray crystal structures (Figs. 1 and 2) of ten of the more than 30 new TADDOL derivatives are discussed. Full experimental details are presented. Copyright
Synthesis and application of chiral phosphorus ligands derived from TADDOL for the asymmetric conjugate addition of diethyl zinc to enones
Alexakis, Alexandre,Burton, Jonathan,Vastra, Johann,Benhaim, Cyril,Fournioux, Xavier,Van Den Heuvel, Alexandra,Leveque, Jean-Marc,Maze, Frederique,Rosset, Stephane
, p. 4011 - 4027 (2007/10/03)
Asymmetric conjugate addition of diethylzinc to cyclohexen-2-one, chalcone, and benzalacetone has been found to occur with 0.5% copper(II) triflate and 1% chiral phosphite. Cyclic phosphites derived from TADDOL gave excellent to moderate enantiomeric exce