Literature DB >> 31913623

A Mechanochemical Zinc-Mediated Barbier-Type Allylation Reaction under Ball-Milling Conditions.

JieXiang Yin1, Roderick T Stark1, Ian A Fallis1, Duncan L Browne1.   

Abstract

A ball-milling-enabled zinc-mediated Barbier-type allylation reaction is reported. Notably, running the reaction in this manner renders it effective irrespective of the initial morphology of the zinc metal. The process is operationally simple, does not require inert atmospheres or dry solvents, and is reported over a range of aldehyde and ketone substrates; a gram-scale process is demonstrated.

Entities:  

Year:  2020        PMID: 31913623     DOI: 10.1021/acs.joc.9b02876

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Conformationally Biased Ketones React Diastereoselectively with Allylmagnesium Halides.

Authors:  Nicole D Bartolo; Krystyna M Demkiw; Jacquelyne A Read; Elizabeth M Valentín; Yingying Yang; Alexandra M Dillon; Chunhua T Hu; Michael D Ward; K A Woerpel
Journal:  J Org Chem       Date:  2022-02-15       Impact factor: 4.198

2.  Diastereoselective Additions of Allylmagnesium Reagents to α-Substituted Ketones When Stereochemical Models Cannot Be Used.

Authors:  Nicole D Bartolo; Krystyna M Demkiw; Elizabeth M Valentín; Chunhua T Hu; Alya A Arabi; K A Woerpel
Journal:  J Org Chem       Date:  2021-05-12       Impact factor: 4.198

3.  Reaction of Aldoximes with Sodium Chloride and Oxone under Ball-Milling Conditions.

Authors:  Kuan Chen; Chuang Niu; Guan-Wu Wang
Journal:  Molecules       Date:  2020-08-14       Impact factor: 4.411

Review 4.  Mechanochemical Organocatalysis: Do High Enantioselectivities Contradict What We Might Expect?

Authors:  Matthew T J Williams; Louis C Morrill; Duncan L Browne
Journal:  ChemSusChem       Date:  2021-12-09       Impact factor: 9.140

  4 in total

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