Concepedia

Ultrafast Grignard addition reactions in the presence of water

Gyorgyi Osztrovszky, Torkil Holm, Robert Madsen

Organic & Biomolecular Chemistry · 2010 · 35 citations · 8 references

DOI

Concepts

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.

References

8

Magnesium-Mediated Carbon−Carbon Bond Formation in Aqueous Media:  Barbier−Grignard Allylation and Pinacol Coupling of Aldehydes

Wen‐Chun Zhang, Chao‐Jun Li · The Journal of Organic Chemistry · 1999 · 152 citations

, , +14

Electron Transfer from Alkylmagnesium Compounds to Organic Substrates.

Torkil Holm, Herbert Baumann, Hans Lönn et al. · Acta chemica Scandinavica/Acta chemica Scandinavica. B, Organic chemistry and biochemistry/Acta chemica Scandinavica. A, Physical and inorganic chemistry/Acta chemica Scandinavica. Series B. Organic chemistry and biochemistry/Acta chemica Scandinavica. Series A, Physical and inorganic chemistry · 1983 · 66 citations · Full text

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Combined Experimental and Theoretical Mechanistic Investigation of the Barbier Allylation in Aqueous Media

Johan Hygum Dam, Peter Fristrup, Robert Madsen · The Journal of Organic Chemistry · 2008 · 65 citations

, , +15

Secondary Deuterium Kinetic Isotope Effects in Irreversible Additions of Hydride and Carbon Nucleophiles to Aldehydes:  A Spectrum of Transition States from Complete Bond Formation to Single Electron Transfer

Joseph J. Gajewski, Wojciech Bocian, Nathan Harris et al. · Journal of the American Chemical Society · 1998 · 45 citations

, , +14

Use of Competition Kinetics with Fast Reactions of Grignard Reagents

Torkil Holm · The Journal of Organic Chemistry · 2000 · 32 citations

, , +10