Large-Scale Enantioselective Reduction of 2,3-Disubstituted Indenopyridine Enables a Practical Manufacturing Process for an 11β-HSD-1 Inhibitor

[1]  Jinhua J. Song,et al.  Large Scale Practical Synthesis of Enantiomerically Pure cis-4-Amino-3-fluoro-1-methylpiperidine via Rhodium-Catalyzed Asymmetric Hydrogenation of a Tetrasubstituted Fluoroalkene , 2021 .

[2]  S. Denmark,et al.  Asymmetric Hydrogenation of Unfunctionalized, Tetrasubstituted, Acyclic Olefins. , 2019, Angewandte Chemie.

[3]  A. Riera,et al.  Extending the Substrate Scope in the Hydrogenation of Unfunctionalized Tetrasubstituted Olefins with Ir-P Stereogenic Aminophosphine-Oxazoline Catalysts. , 2019, Organic letters.

[4]  Jinhua J. Song,et al.  Enantioselective Synthesis of α-(Hetero)aryl Piperidines through Asymmetric Hydrogenation of Pyridinium Salts and Its Mechanistic Insights. , 2018, Organic letters.

[5]  P. Chirik,et al.  Air-Stable α-Diimine Nickel Precatalysts for the Hydrogenation of Hindered, Unactivated Alkenes , 2018 .

[6]  Robert B. Kargbo,et al.  Recent Advances in Asymmetric Hydrogenation of Tetrasubstituted Olefins. , 2017, Journal of the American Chemical Society.

[7]  J. M. Takacs,et al.  Remarkably Facile Borane-Promoted, Rhodium-Catalyzed Asymmetric Hydrogenation of Tri- and Tetrasubstituted Alkenes , 2017, Journal of the American Chemical Society.

[8]  Uttam Chakraborty,et al.  Alkene Hydrogenations by Soluble Iron Nanocluster Catalysts , 2017, Angewandte Chemie.

[9]  Jinhua J. Song,et al.  Sequential C-H Arylation and Enantioselective Hydrogenation Enables Ideal Asymmetric Entry to the Indenopiperidine Core of an 11β-HSD-1 Inhibitor. , 2016, Journal of the American Chemical Society.

[10]  Jinhua J. Song,et al.  Synthesis of Enantioenriched 2-Alkyl Piperidine Derivatives through Asymmetric Reduction of Pyridinium Salts. , 2016, Organic letters.

[11]  Jinhua J. Song,et al.  A mild dihydrobenzooxaphosphole oxazoline/iridium catalytic system for asymmetric hydrogenation of unfunctionalized dialins. , 2014, Angewandte Chemie.

[12]  I. Davies,et al.  Asymmetric hydrogenation of pyridinium salts with an iridium phosphole catalyst. , 2014, Angewandte Chemie.

[13]  Jinhua J. Song,et al.  Synthesis of pyridyl-dihydrobenzooxaphosphole ligands and their application in asymmetric hydrogenation of unfunctionalized alkenes. , 2014, The Journal of organic chemistry.

[14]  C. Senanayake,et al.  Efficient syntheses of korupensamines A, B and michellamine B by asymmetric Suzuki-Miyaura coupling reactions. , 2014, Journal of the American Chemical Society.

[15]  Dajun Chen,et al.  Tuning the Peri Effect for Enantioselectivity: Asymmetric Hydrogenation of Unfunctionalized Olefins with the BIPI Ligands , 2013 .

[16]  Yong‐Gui Zhou,et al.  Iridium-catalyzed asymmetric hydrogenation of pyridinium salts. , 2012, Angewandte Chemie.

[17]  R. Wilkes,et al.  Scaling up Metal Scavenging Operations for Pharmaceutical Pilot Plant Manufactures , 2011 .

[18]  Yinsheng Zhang,et al.  Use of an Iridium-Catalyzed Redox-Neutral Alcohol-Amine Coupling on Kilogram Scale for the Synthesis of a GlyT1 Inhibitor , 2011 .

[19]  J. Millar,et al.  Stereoselective synthesis of the obscure mealybug pheromone by hydrogenation of a tetrasubstituted alkene precursor , 2011 .

[20]  C. Senanayake,et al.  Oxaphosphole-Based Monophosphorus Ligands for Palladium-Catalyzed Amination Reactions , 2011 .

[21]  C. Senanayake,et al.  A general and special catalyst for Suzuki-Miyaura coupling processes. , 2010, Angewandte Chemie.

[22]  Jinhua J. Song,et al.  Copper catalyzed asymmetric propargylation of aldehydes. , 2010, Journal of the American Chemical Society.

[23]  C. Senanayake,et al.  Novel and efficient chiral bisphosphorus ligands for rhodium-catalyzed asymmetric hydrogenation. , 2010, Organic letters.

[24]  Shu Yu,et al.  Development of an Effective Palladium Removal Process for VEGF Oncology Candidate AG13736 and a Simple, Efficient Screening Technique for Scavenger Reagent Identification , 2008 .

[25]  A. Pfaltz,et al.  Iridium-catalyzed asymmetric hydrogenation of unfunctionalized tetrasubstituted olefins. , 2008, Angewandte Chemie.

[26]  Claude Y. Legault,et al.  Catalytic asymmetric hydrogenation of N-iminopyridinium ylides: expedient approach to enantioenriched substituted piperidine derivatives. , 2005, Journal of the American Chemical Society.

[27]  F. Glorius,et al.  Efficient asymmetric hydrogenation of pyridines. , 2004, Angewandte Chemie.

[28]  S. Buchwald,et al.  Asymmetric Hydrogenation of Unfunctionalized Tetrasubstituted Olefins with a Cationic Zirconocene Catalyst , 1999 .

[29]  B. Yang,et al.  Mild and Selective Debenzylation of Tertiary Amines Using α-Chloroethyl Chloroformate , 1993 .

[30]  J. Osborn,et al.  Iridium(III) hydride complexes for the catalytic enantioselective hydrogenation of imines , 1990 .

[31]  J. Senet,et al.  A new reagent for the selective, high-yield N-dealkylation of tertiary amines: improved syntheses of naltrexone and nalbuphine , 1984 .