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Literature DB >> 17685581

Developments in asymmetric hydrogenation from an industrial perspective.

Hideo Shimizu¹, Izuru Nagasaki, Kazuhiko Matsumura, Noboru Sayo, Takao Saito.

Abstract

Examples of developments in asymmetric hydrogenation from various perspectives, in an effort to improve efficiency, are reported. Discussed in this Account are (1) the improved synthesis of BINAP ligands, (2) the design of SEGPHOS ligands for higher enantioselectivity, (3) a new protocol with fewer reaction steps to synthesize beta-aminoesters, and (4) a novel asymmetric hydrogenation mediated by a copper catalyst.

Entities: Chemical

Year: 2007 PMID： 17685581 DOI： 10.1021/ar700101x

Source DB: PubMed Journal: Acc Chem Res ISSN： 0001-4842 Impact factor: 22.384

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Cited

22 in total

1. Dynamic kinetic resolution of α-keto esters via asymmetric transfer hydrogenation.

Authors: Kimberly M Steward; Emily C Gentry; Jeffrey S Johnson
Journal: J Am Chem Soc Date: 2012-04-17 Impact factor: 15.419

Review 2. Frontiers, opportunities, and challenges in biochemical and chemical catalysis of CO2 fixation.

Authors: Aaron M Appel; John E Bercaw; Andrew B Bocarsly; Holger Dobbek; Daniel L DuBois; Michel Dupuis; James G Ferry; Etsuko Fujita; Russ Hille; Paul J A Kenis; Cheryl A Kerfeld; Robert H Morris; Charles H F Peden; Archie R Portis; Stephen W Ragsdale; Thomas B Rauchfuss; Joost N H Reek; Lance C Seefeldt; Rudolf K Thauer; Grover L Waldrop
Journal: Chem Rev Date: 2013-06-14 Impact factor: 60.622

3. Synthesis of an electron-rich KITPHOS monophosphine, preparation of derived metal complexes and applications in catalysis.

Authors: Simon Doherty; Catherine H Smyth; Julian G Knight; Stephen A K Hashmi
Journal: Nat Protoc Date: 2012-09-20 Impact factor: 13.491

4. Synthesis and resolution of the biaryl-like diphosphine (S)-Me2-CATPHOS, preparation of a derived rhodium precatalyst and applications in asymmetric hydrogenation.

Authors: Simon Doherty; Catherine H Smyth
Journal: Nat Protoc Date: 2012-09-20 Impact factor: 13.491

5. Rh-catalyzed intermolecular reactions of cyclic α-diazocarbonyl compounds with selectivity over tertiary C-H bond migration.

Authors: Andrew DeAngelis; Olga Dmitrenko; Joseph M Fox
Journal: J Am Chem Soc Date: 2012-06-19 Impact factor: 15.419

10. Synthesis of Axially Chiral 2,2'-Bisphosphobiarenes via a Nickel-Catalyzed Asymmetric Ullmann Coupling: General Access to Privileged Chiral Ligands without Optical Resolution.

Authors: Ziqing Zuo; Raphael S Kim; Donald A Watson
Journal: J Am Chem Soc Date: 2021-01-13 Impact factor: 15.419

Developments in asymmetric hydrogenation from an industrial perspective.

1. Dynamic kinetic resolution of α-keto esters via asymmetric transfer hydrogenation.

Review 2. Frontiers, opportunities, and challenges in biochemical and chemical catalysis of CO2 fixation.

3. Synthesis of an electron-rich KITPHOS monophosphine, preparation of derived metal complexes and applications in catalysis.

4. Synthesis and resolution of the biaryl-like diphosphine (S)-Me2-CATPHOS, preparation of a derived rhodium precatalyst and applications in asymmetric hydrogenation.

5. Rh-catalyzed intermolecular reactions of cyclic α-diazocarbonyl compounds with selectivity over tertiary C-H bond migration.

Review 6. Catalytic Asymmetric Synthesis of Butenolides and Butyrolactones.

7. Methods for direct alkene diamination, new & old.

8. Catalytic Reductive Aldol and Mannich Reactions of Enone, Acrylate, and Vinyl Heteroaromatic Pronucleophiles.

9. Asymmetric Synthesis of β-Amino Amides by Catalytic Enantioconvergent 2-Aza-Cope Rearrangement.

10. Synthesis of Axially Chiral 2,2'-Bisphosphobiarenes via a Nickel-Catalyzed Asymmetric Ullmann Coupling: General Access to Privileged Chiral Ligands without Optical Resolution.