201804-25-3Relevant academic research and scientific papers
Chiral Manganese Aminopyridine Complexes: the Versatile Catalysts of Chemo- and Stereoselective Oxidations with H2O2
Ottenbacher, Roman V.,Talsi, Evgenii P.,Bryliakov, Konstantin P.
, p. 78 - 90 (2018)
In the last decade, manganese(II) complexes with N-donor tetradentate aminopyridine ligands emerged as efficient catalysts of enantioselective epoxidation of olefins and direct selective oxidation of C?H groups in complex organic molecules, with environmentally benign oxidant hydrogen peroxide. In this personal account, we summarize the progress of these catalysts with regard to ligands design, structure-reactivity correlations, evaluation of the substrate scope, as well as mechanistic studies, shedding light on the nature of active sites and the mechanisms of selective oxygenations. Several practically promising catalytic syntheses with the aid of Mn aminopyridine catalysts are exemplified.
Improved procedure for Julia-Colonna asymmetric epoxidation of α,β-unsaturated ketones: Total synthesis of diltiazem and Taxol side-chain
Adger, Brian M.,Barkley, James V.,Bergeron, Sophie,Cappi, Michael W.,Flowerdew, Benjamin E.,Jackson, Mark P.,McCague, Ray,Nugent, Thomas C.,Roberts, Stanley M.
, p. 3501 - 3507 (2007/10/03)
Poly-L-leucine catalyses the asymmetric epoxidation of enones 1-6 efficiently in a non-aqueous medium to provide the epoxy ketones 7-12 (70-91% yield; 80 to ≥95% ee). The strategy was used to make diltiazem 16 and the Taxol side chain 23 in single enantiomer form.
Process for the preparation of (2R,3R)-cis)-β-phenylglycidic acid
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, (2008/06/13)
A method for preparing β-phenylglycidic-(2R, 3R) acid optionally in the form of salt or ester by precipitation of the salt of the β-phenylglycidic-(2R,3R) acid with (+)-α-methylbenzylamine-(R) in a solution of a mixture of salts of cis and trans β-phenylglycidic acids with (+)-α-methylbenzylamine(R)- and the use of the resulting product for preparing taxol and its analogs.
