23293-75-6Relevant academic research and scientific papers
Mechanism-Based Enantiodivergence in Manganese Reduction Catalysis: A Chiral Pincer Complex for the Highly Enantioselective Hydroboration of Ketones
Vasilenko, Vladislav,Blasius, Clemens K.,Wadepohl, Hubert,Gade, Lutz H.
, p. 8393 - 8397 (2017/07/11)
A manganese alkyl complex containing a chiral bis(oxazolinyl-methylidene)isoindoline pincer ligand is a precatalyst for a catalytic system of unprecedented activity and selectivity in the enantioselective hydroboration of ketones, thus producing preparatively useful chiral alcohols in excellent yields with up to greater than 99 % ee. It is applicable for both aryl alkyl and dialkyl ketone reduction under mild reaction conditions (TOF >450 h?1 at ?40 °C). The earth-abundant base-metal catalyst operates at very low catalyst loadings (as low as 0.1 mol %) and with a high level of functional-group tolerance. There is evidence for the existence of two distinct mechanistic pathways for manganese-catalyzed hydride transfer and their role for enantiocontrol in the selectivity-determining step is presented.
Asymmetric hydrogenation of 1-alkyl and 1-aryl vinyl benzoates: A broad scope procedure for the highly enantioselective synthesis of 1-substituted ethyl benzoates
Kleman, Patryk,Gonzlez-Liste, Pedro J.,Garca-Garrido, Sergio E.,Cadierno, Victorio,Pizzano, Antonio
, p. 4398 - 4408 (2015/02/05)
The enantioselective hydrogenation of enol esters of formula CH2=C(OBz)R with rhodium catalysts based on phosphine-phosphite ligands (P-OP) has been studied. The reaction has a broad scope, and it is suitable for the preparation of products pos
Highly enantioselective hydrogenation of 1-alkylvinyl benzoates: A simple, nonenzymatic access to chiral 2-alkanols
Kleman, Patryk,González-Liste, Pedro J.,García-Garrido, Sergio E.,Cadierno, Victorio,Pizzano, Antonio
, p. 16209 - 16212 (2013/12/04)
Going chiral! Highly enantioselective catalytic hydrogenations of enol esters 1 by using a Rh catalyst bearing a P?￡?OP ligand are described (see scheme; NBD=norbornadiene). The catalytic system has a broad scope and allows the preparation of a wide range of chiral esters 2 bearing diverse alkyls or a benzyl group with high enantioselectivities. These esters can easily be converted in highly enantioenriched 2-alkanols. Copyright
