Literature DB >> 21731960

Recent advances in enantioselective organocatalyzed anhydride desymmetrization and its application to the synthesis of valuable enantiopure compounds.

María D Díaz de Villegas1, José A Gálvez, Pablo Etayo, Ramón Badorrey, Pilar López-Ram-de-Víu.   

Abstract

Recent years have witnessed increasing interest in the field of asymmetric organocatalysis. In particular, efforts in this field have been devoted to the use of small organic molecules in asymmetric processes based on enantiotopic face discrimination and, only recently, efforts have also been devoted to asymmetric organocatalytic desymmetrization of prochiral substrates-a process based on enantiotopic group discrimination. This critical review documents the advances in the use of organocatalysis for the enantioselective desymmetrization of achiral and meso anhydrides and its application to the synthesis of valuable compounds as reported until 2010 (134 references). This journal is © The Royal Society of Chemistry 2011

Entities:  

Year:  2011        PMID: 21731960     DOI: 10.1039/c1cs15120g

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  8 in total

Review 1.  Enantioselective and Enantiospecific Transition-Metal-Catalyzed Cross-Coupling Reactions of Organometallic Reagents To Construct C-C Bonds.

Authors:  Alan H Cherney; Nathaniel T Kadunce; Sarah E Reisman
Journal:  Chem Rev       Date:  2015-08-13       Impact factor: 60.622

Review 2.  The ever-expanding role of asymmetric covalent organocatalysis in scalable, natural product synthesis.

Authors:  Mikail E Abbasov; Daniel Romo
Journal:  Nat Prod Rep       Date:  2014-10       Impact factor: 13.423

3.  Desymmetrization of meso-2,5-diallylpyrrolidinyl ureas through asymmetric palladium-catalyzed carboamination: stereocontrolled synthesis of bicyclic ureas.

Authors:  Nicholas R Babij; John P Wolfe
Journal:  Angew Chem Int Ed Engl       Date:  2013-07-03       Impact factor: 15.336

4.  Construction of boron-stereogenic compounds via enantioselective Cu-catalyzed desymmetric B-H bond insertion reaction.

Authors:  Guan Zhang; Zhihan Zhang; Mengyuan Hou; Xinping Cai; Kai Yang; Peiyuan Yu; Qiuling Song
Journal:  Nat Commun       Date:  2022-05-12       Impact factor: 17.694

5.  Discovery and enantiocontrol of axially chiral urazoles via organocatalytic tyrosine click reaction.

Authors:  Ji-Wei Zhang; Jin-Hui Xu; Dao-Juan Cheng; Chuan Shi; Xin-Yuan Liu; Bin Tan
Journal:  Nat Commun       Date:  2016-02-11       Impact factor: 14.919

6.  Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides.

Authors:  Lingjun Xu; Shuwen Han; Linjie Yan; Haifeng Wang; Haihui Peng; Fener Chen
Journal:  Beilstein J Org Chem       Date:  2018-01-31       Impact factor: 2.883

7.  Desymmetrization of meso-Dibromocycloalkenes through Copper(I)-Catalyzed Asymmetric Allylic Substitution with Organolithium Reagents.

Authors:  Shermin S Goh; Sureshbabu Guduguntla; Takashi Kikuchi; Martin Lutz; Edwin Otten; Makoto Fujita; Ben L Feringa
Journal:  J Am Chem Soc       Date:  2018-05-31       Impact factor: 15.419

8.  Visible Light-Mediated Dearomative Hydrogen Atom Abstraction/ Cyclization Cascade of Indoles.

Authors:  Yang Xiong; Johannes Großkopf; Christian Jandl; Thorsten Bach
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-07       Impact factor: 16.823

  8 in total

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