Synthesis of (−)-(R)-sitagliptin by RhI-catalyzed asymmetric hydroamination

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Abstract: We report of a concise synthesis of (R)-sitagliptin monophosphate – a drug predominantly applied in the treatment of type 2 diabetes. Utilizing our recently developed RhI-catalyzed hydroamination of allenes for the stereoselective construction of the inherent chiral amino function, a new approach to (R)-sitagliptin monophosphate on a 3.5 mmol scale was established

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Notes: European journal of organic chemistry. - 2021, 46 (2021) , 6247-6249, ISSN: 1099-0690

Event: Veröffentlichung

(where): Freiburg

(who): Universität

(when): 2021

Creator: Berthold, Dino
Breit, Bernhard

DOI: 10.1002/ejoc.202100832

URN: urn:nbn:de:bsz:25-freidok-2231177

Rights: Kein Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:19 AM CEST

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2021

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Synthesis of (−)-(R)-sitagliptin by RhI-catalyzed asymmetric hydroamination

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Other Objects (12)

Synthesis of (−)‐( R )‐Sitagliptin by Rh I ‐Catalyzed Asymmetric Hydroamination

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Rhodium‐Catalyzed Asymmetric Macrocyclization towards Crown Ethers Using Hydroamination of Bis (allenes)

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Phosphaalkincyclooligomerisierung zum Aufbau von Phosphor-Kohlenstoff-Käfigverbindungen : eine Untersuchung über das [2+2]-Cycloadditionsverhalten von Phosphaalkinen mit ausgewählten Reaktionspartnern

Rhodium‐catalyzed asymmetric macrocyclization towards crown ethers using hydroamination of Bis(allenes)

Rhodium‐Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans

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Rhodium-catalyzed intra- and intermolecular alkene hydroacylation : = Rhodium-katalisierte Intra- und Intermolecular Alken Hydroacylation

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Rh‐catalyzed hydroamination of allenes: asymmetric n‐allylation of amino acids and peptides

Phosphaalkincyclooligomerisierung zum Aufbau von Phosphor-Kohlenstoff-Käfigverbindungen : eine Untersuchung über das [2+2]-Cycloadditionsverhalten von Phosphaalkinen mit ausgewählten Reaktionspartnern

Rhodium‐catalyzed asymmetric macrocyclization towards crown ethers using hydroamination of Bis(allenes)

Rhodium‐Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans

Rhodium‐Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans

Urea‐substituted tetramethylcyclopentadienyl ligands for supramolecularly accelerated rhIII‐catalyzed ortho‐C−H olefination of benzoic acid derivatives

Metal catalyzed reductive C-C bond formation : a departure from preformed organometallic reagents

Visible‐Light‐Driven Intermolecular Reductive Ene–Yne Coupling by Iridium/Cobalt Dual Catalysis for C (sp 3)−C (sp 2) Bond Formation

Rhodium-catalyzed intra- and intermolecular alkene hydroacylation : = Rhodium-katalisierte Intra- und Intermolecular Alken Hydroacylation

Synthesis of (−)‐( R )‐Sitagliptin by Rh I ‐Catalyzed Asymmetric Hydroamination

Rhodium‐Catalyzed Asymmetric Macrocyclization towards Crown Ethers Using Hydroamination of Bis (allenes)

Rhodium‐Catalyzed Asymmetric Macrocyclization towards Crown Ethers Using Hydroamination of Bis (allenes)

Rh‐catalyzed hydroamination of allenes: asymmetric n‐allylation of amino acids and peptides

Phosphaalkincyclooligomerisierung zum Aufbau von Phosphor-Kohlenstoff-Käfigverbindungen : eine Untersuchung über das [2+2]-Cycloadditionsverhalten von Phosphaalkinen mit ausgewählten Reaktionspartnern

Rhodium‐catalyzed asymmetric macrocyclization towards crown ethers using hydroamination of Bis(allenes)

Rhodium‐Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans

Rhodium‐Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans

Urea‐substituted tetramethylcyclopentadienyl ligands for supramolecularly accelerated rhIII‐catalyzed ortho‐C−H olefination of benzoic acid derivatives

Metal catalyzed reductive C-C bond formation : a departure from preformed organometallic reagents

Visible‐Light‐Driven Intermolecular Reductive Ene–Yne Coupling by Iridium/Cobalt Dual Catalysis for C (sp 3)−C (sp 2) Bond Formation

Rhodium-catalyzed intra- and intermolecular alkene hydroacylation : = Rhodium-katalisierte Intra- und Intermolecular Alken Hydroacylation

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