Literature DB >> 27347567

Organocatalytic enantioselective desymmetrisation.

A Borissov1, T Q Davies, S R Ellis, T A Fleming, M S W Richardson, D J Dixon.   

Abstract

Organocatalytic enantioselective desymmetrisation of achiral or meso compounds is a powerful strategy for the construction of enantiomerically enriched complex molecules, often with multiple stereocentres and in high selectivities. Recent years have seen increasing use of organocatalysts in desymmetrisation methodology, in contrast to traditional metal- or enzyme-catalysed reactions, with many impressive advances made in the current decade. This review will provide an overview of the field since 2010, with the aim of highlighting both the practical applications and elegance of enantioselective desymmetrisation to the wider synthetic community.

Entities:  

Year:  2016        PMID: 27347567     DOI: 10.1039/c5cs00015g

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


  16 in total

1.  Biomimetic Desymmetrization of a Carboxylic Acid.

Authors:  Matthew T Knowe; Michael W Danneman; Sarah Sun; Maren Pink; Jeffrey N Johnston
Journal:  J Am Chem Soc       Date:  2018-02-05       Impact factor: 15.419

2.  Acyclic Quaternary Carbon Stereocenters via Enantioselective Transition Metal Catalysis.

Authors:  Jiajie Feng; Michael Holmes; Michael J Krische
Journal:  Chem Rev       Date:  2017-09-14       Impact factor: 60.622

3.  Local Desymmetrization through Diastereotopic Group Selection: An Enabling Strategy for Natural Product Synthesis.

Authors:  Matthew A Horwitz; Jeffrey S Johnson
Journal:  European J Org Chem       Date:  2017-02-07

4.  Catalytic Enantioselective Birch-Heck Sequence for the Synthesis of Phenanthridinone Derivatives with an All-Carbon Quaternary Stereocenter.

Authors:  Mary Sexton; William P Malachowski; Glenn P A Yap; Diana Rachii; Greg Feldman; Andrew T Krasley; Zhilin Chen; My Anh Tran; Kalyn Wiley; Alexandra Matei; Samantha Petersen; Sabrina Tran Tien
Journal:  J Org Chem       Date:  2022-01-05       Impact factor: 4.198

5.  Forging Fluorine-Containing Quaternary Stereocenters by a Light-Driven Organocatalytic Aldol Desymmetrization Process.

Authors:  Sara Cuadros; Luca Dell'Amico; Paolo Melchiorre
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-18       Impact factor: 15.336

6.  Phosphazene-catalyzed desymmetrization of cyclohexadienones by dithiane addition.

Authors:  Matthew A Horwitz; Elisabetta Massolo; Jeffrey S Johnson
Journal:  Beilstein J Org Chem       Date:  2017-04-24       Impact factor: 2.883

7.  Highly Enantioselective Oxidation of Nonactivated Aliphatic C-H Bonds with Hydrogen Peroxide Catalyzed by Manganese Complexes.

Authors:  Michela Milan; Massimo Bietti; Miquel Costas
Journal:  ACS Cent Sci       Date:  2017-02-08       Impact factor: 14.553

8.  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

9.  Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis.

Authors:  Martin Pawliczek; Takuya Hashimoto; Keiji Maruoka
Journal:  Chem Sci       Date:  2017-12-12       Impact factor: 9.825

Review 10.  β-Hydroxy sulfides and their syntheses.

Authors:  Mokgethwa Bruce Marakalala; Edwin M Mmutlane; Henok H Kinfe
Journal:  Beilstein J Org Chem       Date:  2018-07-05       Impact factor: 2.883

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