Enantioselective hydrogenation of cyclic tetrasubstituted-olefinic dehydroamino acid derivatives.

Amino Acids / chemical synthesis Catalysis Coordination Complexes / chemistry Cycloparaffins / chemical synthesis Hot Temperature Hydrogen / chemistry Hydrogenation Kinetics Ligands Molecular Structure Pressure Rhodium / chemistry Stereoisomerism

Journal

Chemical communications (Cambridge, England)
ISSN: 1364-548X
Titre abrégé: Chem Commun (Camb)
Pays: England
ID NLM: 9610838

Informations de publication

Date de publication:
03 Jun 2021
Historique:
pubmed: 11 5 2021
medline: 18 8 2021
entrez: 10 5 2021
Statut: ppublish

Résumé

An efficient asymmetric hydrogenation of cyclic tetrasubstituted-olefinic dehydroamino acid derivatives has been achieved with a Rh-ArcPhos catalyst, affording a series of α-acylamino-β-alkyl tetrahydropyranones with two contiguous chiral centers in up to 96% ee and 1000 TON.

Identifiants

DOI: 10.1039/d1cc01277k PMID: 33969835
pubmed: 33969835
doi: 10.1039/d1cc01277k
doi:

Substances chimiques

Amino Acids 0
Coordination Complexes 0
Cycloparaffins 0
Ligands 0
Hydrogen 7YNJ3PO35Z
Rhodium DMK383DSAC

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

5546-5549

Auteurs

Feng Wan (F)

State Key Laboratory of Bio-Organic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, China. tangwenjun@sioc.ac.cn.

Nan Wang (N)

School of Physical Science and Technology, ShanghaiTech University, Shanghai 200031, China.

Yuxin Zhu (Y)

State Key Laboratory of Bio-Organic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, China. tangwenjun@sioc.ac.cn.

Chuyan Tang (C)

State Key Laboratory of Bio-Organic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, China. tangwenjun@sioc.ac.cn.

Jerome Claverie (J)

Department of Chemistry, University of Sherbrooke, 2500 Blvd de l'Universit, Sherbrooke, Qc J1K2R1, Canada. Jerome.Claverie@USherbrooke.ca.
ORCID: 0000-0001-7363-1186

Wenjun Tang (W)

State Key Laboratory of Bio-Organic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, China. tangwenjun@sioc.ac.cn and School of Physical Science and Technology, ShanghaiTech University, Shanghai 200031, China and School of Chemistry and Material Sciences, Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences, 1 Sub-lane Xiangshan, Hangzhou 310024, China.
ORCID: 0000-0002-8209-4156

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Classifications MeSH

questionsmedicales.fr › Acides aminés, peptides et protéines › Acides aminés › Enantioselective hydrogenation of cyclic...
questionsmedicales.fr › Phénomènes chimiques › Catalyse › Enantioselective hydrogenation of cyclic...
questionsmedicales.fr › Composés chimiques organiques › Complexes de coordination › Enantioselective hydrogenation of cyclic...
questionsmedicales.fr › Composés polycycliques › Composés macrocycliques › Cycloparaffines › Enantioselective hydrogenation of cyclic...
questionsmedicales.fr › Environnement et santé publique › Environnement › Concepts météorologiques › Atmosphère › Temps (météorologie) › Température › Température élevée › Enantioselective hydrogenation of cyclic...
questionsmedicales.fr › Produits chimiques inorganiques › Gaz › Hydrogène › Enantioselective hydrogenation of cyclic...
questionsmedicales.fr › Métabolisme › Hydrogénation › Enantioselective hydrogenation of cyclic...
questionsmedicales.fr › Phénomènes chimiques › Phénomènes biochimiques › Cinétique › Enantioselective hydrogenation of cyclic...
questionsmedicales.fr › Actions chimiques et utilisations › Utilisations spécialisées de produits chimiques › Produits chimiques de laboratoire › Ligands › Enantioselective hydrogenation of cyclic...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › Enantioselective hydrogenation of cyclic...
questionsmedicales.fr › Phénomènes physiques › Phénomènes mécaniques › Pression › Enantioselective hydrogenation of cyclic...
questionsmedicales.fr › Produits chimiques inorganiques › Métaux › Métaux lourds › Rhodium › Enantioselective hydrogenation of cyclic...
questionsmedicales.fr › Phénomènes chimiques › Phénomènes de chimie organique › Isomérie › Stéréoisomérie › Enantioselective hydrogenation of cyclic...