Literature DB >> 29098227

Asymmetric cross-coupling of alkyl, alkenyl and (hetero)aryl nucleophiles with racemic allyl halides.

Philipp Schäfer1, Mireia Sidera, Thomas Palacin, Stephen P Fletcher.   

Abstract

Single enantiomer molecules are important for the pharmaceutical and agrochemical industries and increasingly so in materials science. Most strategies to obtain enantiomerically enriched molecules rely on either generating new stereogenic centres from prochiral substrates or resolving racemic mixtures of enantiomers. Dynamic asymmetric processes are powerful methods that use racemic mixtures of chiral substrates as starting material. This Feature Article focuses on asymmetric additions to racemic substrates using non-stabilized sp2- and sp3-hybridized nucleophiles. These reactions bear considerable resemblance to traditional sp2-sp2 cross-coupling reactions in terms of the starting materials used and the products obtained, but the reaction mechanisms are necessarily different.

Entities:  

Year:  2017        PMID: 29098227     DOI: 10.1039/c7cc07151e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  4 in total

Review 1.  Asymmetric Catalysis Mediated by Synthetic Peptides, Version 2.0: Expansion of Scope and Mechanisms.

Authors:  Anthony J Metrano; Alex J Chinn; Christopher R Shugrue; Elizabeth A Stone; Byoungmoo Kim; Scott J Miller
Journal:  Chem Rev       Date:  2020-09-24       Impact factor: 60.622

2.  Enantio- and Diastereoselective Suzuki-Miyaura Coupling with Racemic Bicycles.

Authors:  F Wieland Goetzke; Mike Mortimore; Stephen P Fletcher
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-25       Impact factor: 15.336

3.  Highly Enantioselective Hiyama Cross-Coupling via Rh-Catalyzed Allylic Arylation of Racemic Allyl Chlorides.

Authors:  Jesús González; Philipp Schäfer; Stephen P Fletcher
Journal:  Organometallics       Date:  2019-05-10       Impact factor: 3.876

4.  Desymmetrization of meso-bisphosphates using copper catalysis and alkylzirconocene nucleophiles.

Authors:  Reece Jacques; Robert D C Pullin; Stephen P Fletcher
Journal:  Nat Commun       Date:  2019-01-03       Impact factor: 14.919

  4 in total

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