Literature DB >> 16381584

Enantioselective synthesis of vicinal halohydrins via dynamic kinetic resolution.

Abel Ros1, Antonio Magriz, Hansjörg Dietrich, Rosario Fernández, Eleuterio Alvarez, José M Lassaletta.   

Abstract

[reaction: see text] Expanding the scope of enantioselective catalysis via DKR, transfer hydrogenation of a variety of cyclic alpha-halo ketones was accomplished using the Noyori/Ikariya (R,R)- or (S,S)-I catalysts and either HCO(2)H/Et(3)N or HCO(2)Na/n-Bu(4)NBr in H(2)O/CH(2)Cl(2) as the hydrogen sources. Good yields of vicinal bromo-, chloro-, and fluorohydrins with excellent de and ee levels were achieved in most cases after a simple tuning of reaction conditions.

Entities:  

Year:  2006        PMID: 16381584     DOI: 10.1021/ol052821k

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

1.  Advances in Stereoconvergent Catalysis from 2005 to 2015: Transition-Metal-Mediated Stereoablative Reactions, Dynamic Kinetic Resolutions, and Dynamic Kinetic Asymmetric Transformations.

Authors:  Vikram Bhat; Eric R Welin; Xuelei Guo; Brian M Stoltz
Journal:  Chem Rev       Date:  2017-02-06       Impact factor: 60.622

2.  rac-3,4-trans-Dichloro-1,2,3,4-tetra-hydro-2-naphthyl acetate.

Authors:  Ertan Sahin; Nurhan Kishali; Yunus Kara
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-11-08

3.  Transformation of Tertiary Benzyl Alcohols into the Vicinal Halo-Substituted Derivatives Using N-Halosuccinimides.

Authors:  Njomza Ajvazi; Stojan Stavber
Journal:  Molecules       Date:  2016-10-02       Impact factor: 4.411

4.  Straightforward Access to Enantioenriched cis-3-Fluoro-dihydroquinolin-4-ols Derivatives via Ru(II)-Catalyzed-Asymmetric Transfer Hydrogenation/Dynamic Kinetic Resolution.

Authors:  Ricardo Molina Betancourt; Phannarath Phansavath; Virginie Ratovelomanana-Vidal
Journal:  Molecules       Date:  2022-02-01       Impact factor: 4.411

5.  Catalytic Stereoconvergent Synthesis of Homochiral β-CF3, β-SCF3, and β-OCF3 Benzylic Alcohols.

Authors:  Andrej Emanuel Cotman; Pavel A Dub; Maša Sterle; Matic Lozinšek; Jaka Dernovšek; Živa Zajec; Anamarija Zega; Tihomir Tomašič; Dominique Cahard
Journal:  ACS Org Inorg Au       Date:  2022-06-08

6.  trans-Diastereoselective Ru(II)-Catalyzed Asymmetric Transfer Hydrogenation of α-Acetamido Benzocyclic Ketones via Dynamic Kinetic Resolution.

Authors:  Andrej Emanuel Cotman; Matic Lozinšek; Baifan Wang; Michel Stephan; Barbara Mohar
Journal:  Org Lett       Date:  2019-05-06       Impact factor: 6.005

7.  C-Linked Glycomimetic Libraries Accessed by the Passerini Reaction.

Authors:  Kristina Vlahoviček-Kahlina; Josipa Suć Sajko; Ivanka Jerić
Journal:  Int J Mol Sci       Date:  2019-12-10       Impact factor: 5.923

  7 in total

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