Literature DB >> 24061196

Recent advances in enzymatic and chemical deracemisation of racemic compounds.

Michał Rachwalski1, Niek Vermue, Floris P J T Rutjes.   

Abstract

Deracemisation of racemic compounds is still the most important strategy to produce optically pure compounds despite many recent advances in asymmetric synthesis. Especially deracemisation approaches that give rise to single enantiomers are preferred, which can be achieved either by invoking organocatalysts, metal complexes or enzymes - leading to dynamic kinetic resolution - or by applying other deracemisation techniques based on stereoinversion or enantioconvergence. In this tutorial review, we will provide an overview of new, recently developed approaches that lead to the important goal of creating organic compounds of single chirality.

Entities:  

Mesh:

Substances:

Year:  2013        PMID: 24061196     DOI: 10.1039/c3cs60175g

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


  8 in total

1.  Caution in the Use of Nonlinear Effects as a Mechanistic Tool for Catalytic Enantioconvergent Reactions: Intrinsic Negative Nonlinear Effects in the Absence of Higher-Order Species.

Authors:  Marcin Kalek; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2017-03-09       Impact factor: 15.419

2.  Stereodivergent Nucleophilic Additions to Racemic β-Oxo Acid Derivatives: Fast Addition Outcompetes Stereoconvergence in the Archetypal Configurationally Unstable Electrophile.

Authors:  Pedro De Jesús Cruz; Evan T Crawford; Shubin Liu; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2021-09-27       Impact factor: 16.383

3.  Synthesis of d- and l-Phenylalanine Derivatives by Phenylalanine Ammonia Lyases: A Multienzymatic Cascade Process.

Authors:  Fabio Parmeggiani; Sarah L Lovelock; Nicholas J Weise; Syed T Ahmed; Nicholas J Turner
Journal:  Angew Chem Weinheim Bergstr Ger       Date:  2015-02-26

4.  Deracemization of a Racemic Allylic Sulfoxide Using Viedma Ripening.

Authors:  Anthonius H J Engwerda; Niels Koning; Paul Tinnemans; Hugo Meekes; F Matthias Bickelhaupt; Floris P J T Rutjes; Elias Vlieg
Journal:  Cryst Growth Des       Date:  2017-07-03       Impact factor: 4.076

5.  Water-mediated deracemization of a bisporphyrin helicate assisted by diastereoselective encapsulation of chiral guests.

Authors:  Naoki Ousaka; Shinya Yamamoto; Hiroki Iida; Takuya Iwata; Shingo Ito; Yuh Hijikata; Stephan Irle; Eiji Yashima
Journal:  Nat Commun       Date:  2019-03-29       Impact factor: 14.919

Review 6.  Alcohol Dehydrogenases with anti-Prelog Stereopreference in Synthesis of Enantiopure Alcohols.

Authors:  Musa M Musa
Journal:  ChemistryOpen       Date:  2022-02-22       Impact factor: 2.630

7.  Efficient asymmetric synthesis of 1-cyano-tetrahydroisoquinolines from lipase dual activity and opposite enantioselectivities in α-Aminonitrile resolution.

Authors:  Morakot Sakulsombat; Pornrapee Vongvilai; Olof Ramström
Journal:  Chemistry       Date:  2014-07-23       Impact factor: 5.236

8.  Synthesis of D- and L-phenylalanine derivatives by phenylalanine ammonia lyases: a multienzymatic cascade process.

Authors:  Fabio Parmeggiani; Sarah L Lovelock; Nicholas J Weise; Syed T Ahmed; Nicholas J Turner
Journal:  Angew Chem Int Ed Engl       Date:  2015-02-26       Impact factor: 15.336

  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.