154701-69-6Relevant articles and documents
Preparation and characterization of new C2- and C 1-symmetric nitrogen, oxygen, phosphorous, and sulfur derivatives and analogs of TADDOL. part i
Pichota, Arkadius,Gramlich, Volker,Beck, Albert K.,Seebach, Dieter
experimental part, p. 1239 - 1272 (2012/09/21)
The chloro alcohols 4-6 derived from TADDOLs (=α,α, α′,α′-tetraaryl-1,3-dioxolan-4,5-dimethanols) are used to prepare corresponding sulfanyl alcohols, ethers, and amines (Scheme 1 and Table 1). The dithiol analog of TADDOL and derivatives thereof, 45-49,
Highly practical and enantioselective Cu-catalyzed conjugate addition of alkylzinc reagents to cyclic enones at ambient temperature
Krauss, Isaac J.,Leighton, James L.
, p. 3201 - 3203 (2007/10/03)
(Matrix presented) A new ligand for Cu-catalyzed enantioselective additions of dialkylzincs to cyclic enones has been developed. In addition to providing good to excellent enantioselectivities with a range of cyclic enones and dialkylzincs, the ligand has several notworthy features: it can be readily prepared in just two steps, is an air-stable crystalline solid, and provides optimal performance at ambient temperature.
Chiral diselenide ligands for the asymmetric copper-catalyzed conjugate addition of Grignard reagents to enones
Braga, Antonio L,Silva, Sandra J.N,Lüdtke, Diogo S,Drekener, Roberta L,Silveira, Claudio C,Rocha, Joao B.T,Wessjohann, Ludger A
, p. 7329 - 7331 (2007/10/03)
The copper-catalyzed conjugate addition of Grignard reagents to enones in the presence of chiral diselenide oxazoline ligands has been studied and found to provide good yields and useful levels of asymmetric induction.
Synthesis of optically active 6-amino-2-cycloheptenone as a convenient chiral building block for the preparation of 6-alkyl-2-cycloheptenone
Koiwa, Masakazu,Hareau, Georges P.-J.,Morizono, Daisuke,Sato, Fumie
, p. 4199 - 4202 (2007/10/03)
Optically active 6-amino-2-cycloheptenone 5 has been prepared from ethyl 2(E),6-heptadienoate where the Michael addition of a chiral amine, Ti(II)-mediated intramolecular nucleophilic acyl substitution reaction and FeCl3-mediated ring expansion are the key steps. The compound 5 undergoes highly diastereoselective conjugate addition of a Grignard reagent in the presence of a catalytic amount of Li2Cu(CN)Cl2 to provide the corresponding cis-adducts which, in turn, are converted into 6-alkyl substituted 2-cycloheptenones by treatment with p-TSA.
Enantioselective 1,4-Addition of Aliphatic Grignard Reagents to Enones Catalyzed by Readily Available Copper(I) Thiolates Derived from TADDOL
Seebach, Dieter,Jaeschke, Georg,Pichota, Arkadius,Audergon, Laurent
, p. 2515 - 2519 (2007/10/03)
Two simple thiols derived from the parent TADDOL, α,α,α + ′,α + ′-tetraphenyl-2,2-dimethyl-1,3-dioxolan-4,5-dimethanol, are used to prepare Cu1 complexes C and D to catalyze (0.05 equiv.) 1,4-additions of Grignardreagents RMgCl to cyclic enones
Chiral Mercaptoaryl-oxazolines as Ligands in Enantioselective Copper-Catalyzed 1,4-Additions of Grignard Reagents to Enones
Zhou, Qi-Lin,Pfaltz, Andreas
, p. 4467 - 4478 (2007/10/02)
A series of chiral enantiomerically pure mercaptoaryl-oxazolines has been synthesized.Copper(I) thiolate complexes derived from these ligands proved to be efficient catalysts for the 1,4-addition of Grignard reagents to cyclic enones.Enantioselectivities
