Literature DB >> 19526480

Iridium-catalyzed asymmetric isomerization of primary allylic alcohols.

Luca Mantilli1, David Gérard, Sonya Torche, Céline Besnard, Clément Mazet.   

Abstract

Nothing to sm(Ir)k at: Under appropriate reaction conditions, iridium hydride catalysts promote the isomerization of primary allylic alcohols. The best catalysts, like (R)-1 (P green, O red, N blue, Ir yellow), deliver the desired chiral aldehydes with excellent enantioselectivity and good yields. Mechanistic hypotheses have been developed on the basis of preliminary investigations.

Entities:  

Year:  2009        PMID: 19526480     DOI: 10.1002/anie.200901863

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  10 in total

1.  CuH-Catalyzed Asymmetric Reduction of α,β-Unsaturated Carboxylic Acids to β-Chiral Aldehydes.

Authors:  Yujing Zhou; Jeffrey S Bandar; Richard Y Liu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2018-01-04       Impact factor: 15.419

2.  Homo-Roche ester derivatives by asymmetric hydrogenation and organocatalysis.

Authors:  Sakunchai Khumsubdee; Hua Zhou; Kevin Burgess
Journal:  J Org Chem       Date:  2013-11-12       Impact factor: 4.354

3.  Antroquinonol A: Scalable Synthesis and Preclinical Biology of a Phase 2 Drug Candidate.

Authors:  Matthew T Villaume; Eran Sella; Garrett Saul; Robert M Borzilleri; Joseph Fargnoli; Kathy A Johnston; Haiying Zhang; Mark P Fereshteh; T G Murali Dhar; Phil S Baran
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4.  Asymmetric synthesis of γ-branched amines via rhodium-catalyzed reductive amination.

Authors:  Zhao Wu; Summer D Laffoon; Kami L Hull
Journal:  Nat Commun       Date:  2018-03-22       Impact factor: 14.919

5.  Enantioconvergent Biocatalytic Redox Isomerization.

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Journal:  Angew Chem Int Ed Engl       Date:  2018-08-20       Impact factor: 15.336

6.  One-Pot Conversion of Allylic Alcohols to α-Methyl Ketones via Iron-Catalyzed Isomerization-Methylation.

Authors:  Daniel E Latham; Kurt Polidano; Jonathan M J Williams; Louis C Morrill
Journal:  Org Lett       Date:  2019-09-19       Impact factor: 6.005

7.  Preparation of Distant Quaternary Carbon Stereocenters by Double Selective Ring-Opening of 1,1-Biscyclopropyl Methanol Derivatives.

Authors:  Yogesh Siddaraju; Juliette Sabbatani; Anthony Cohen; Ilan Marek
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-20       Impact factor: 16.823

8.  Synthesis of α,γ-Chiral Trifluoromethylated Amines through the Stereospecific Isomerization of α-Chiral Allylic Amines.

Authors:  Víctor García-Vázquez; Pablo Martínez-Pardo; Alexandru Postole; A Ken Inge; Belén Martín-Matute
Journal:  Org Lett       Date:  2022-05-19       Impact factor: 6.072

9.  Stereoselective tandem iridium-catalyzed alkene isomerization-cope rearrangement of ω-diene epoxides: efficient access to acyclic 1,6-dicarbonyl compounds.

Authors:  Rahul Suresh; Itai Massad; Ilan Marek
Journal:  Chem Sci       Date:  2021-06-09       Impact factor: 9.825

10.  Encapsulation of Crabtree's Catalyst in Sulfonated MIL-101(Cr): Enhancement of Stability and Selectivity between Competing Reaction Pathways by the MOF Chemical Microenvironment.

Authors:  Alexios Grigoropoulos; Alasdair I McKay; Alexandros P Katsoulidis; Robert P Davies; Anthony Haynes; Lee Brammer; Jianliang Xiao; Andrew S Weller; Matthew J Rosseinsky
Journal:  Angew Chem Int Ed Engl       Date:  2018-03-22       Impact factor: 15.336

  10 in total

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