Literature DB >> 20582345

Ultrafast Grignard addition reactions in the presence of water.

Gyorgyi Osztrovszky1, Torkil Holm, Robert Madsen.   

Abstract

The addition of allylmagnesium bromide and benzylmagnesium chloride to carbonyl compounds was investigated in the presence of protic reagents such as water and the rate of carbonyl addition was found to be comparable to the rate of protonation by the reagent.

Entities:  

Year:  2010        PMID： 20582345     DOI： 10.1039/c0ob00170h

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  3 in total

1.  Evidence against Single-Electron Transfer in the Additions of Most Organomagnesium Reagents to Carbonyl Compounds.

Authors:  Nicole D Bartolo; K A Woerpel
Journal:  J Org Chem       Date:  2020-05-28       Impact factor: 4.354

Review 2.  Reactions of Allylmagnesium Reagents with Carbonyl Compounds and Compounds with C═N Double Bonds: Their Diastereoselectivities Generally Cannot Be Analyzed Using the Felkin-Anh and Chelation-Control Models.

Authors:  Nicole D Bartolo; Jacquelyne A Read; Elizabeth M Valentín; K A Woerpel
Journal:  Chem Rev       Date:  2020-01-06       Impact factor: 60.622

3.  Water opens the door to organolithiums and Grignard reagents: exploring and comparing the reactivity of highly polar organometallic compounds in unconventional reaction media towards the synthesis of tetrahydrofurans.

Authors:  Luciana Cicco; Stefania Sblendorio; Rosmara Mansueto; Filippo M Perna; Antonio Salomone; Saverio Florio; Vito Capriati
Journal:  Chem Sci       Date:  2015-11-03       Impact factor: 9.825
  3 in total

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