In situ generation of Mes2Mg as a non-nucleophilic carbon-centred base reagent for the efficient one-pot conversion of ketones to silyl enol ethers

William J. Kerr, Allan J. B. Watson, Douglas. Hayes

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Treatment of commercially available MesMgBr with 1,4-dioxane produces the key Mes2Mg reagent in situ which then mediates the deprotonation of ketones to deliver trimethylsilyl enol ethers, at readily accessible temperatures and without any nucleophilic addition, in an expedient and high yielding one-pot process.
LanguageEnglish
Pages1238-1243
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume6
Issue number7
Early online date25 Feb 2008
DOIs
Publication statusPublished - 2008

Fingerprint

Deprotonation
Ethers
Ketones
ketones
reagents
ethers
Carbon
Temperature
carbon
temperature
1,4-dioxane

Keywords

  • Mes2Mg
  • MesMgBr
  • silyl enol ethers
  • ketones

Cite this

@article{57299a9948f44375b90c77ec79813a4e,
title = "In situ generation of Mes2Mg as a non-nucleophilic carbon-centred base reagent for the efficient one-pot conversion of ketones to silyl enol ethers",
abstract = "Treatment of commercially available MesMgBr with 1,4-dioxane produces the key Mes2Mg reagent in situ which then mediates the deprotonation of ketones to deliver trimethylsilyl enol ethers, at readily accessible temperatures and without any nucleophilic addition, in an expedient and high yielding one-pot process.",
keywords = "Mes2Mg, MesMgBr, silyl enol ethers, ketones",
author = "Kerr, {William J.} and Watson, {Allan J. B.} and Douglas. Hayes",
year = "2008",
doi = "10.1039/b802082e",
language = "English",
volume = "6",
pages = "1238--1243",
journal = "Organic and Biomolecular Chemistry",
issn = "1477-0520",
number = "7",

}

In situ generation of Mes2Mg as a non-nucleophilic carbon-centred base reagent for the efficient one-pot conversion of ketones to silyl enol ethers. / Kerr, William J.; Watson, Allan J. B.; Hayes, Douglas.

In: Organic and Biomolecular Chemistry, Vol. 6, No. 7, 2008, p. 1238-1243.

Research output: Contribution to journalArticle

TY - JOUR

T1 - In situ generation of Mes2Mg as a non-nucleophilic carbon-centred base reagent for the efficient one-pot conversion of ketones to silyl enol ethers

AU - Kerr, William J.

AU - Watson, Allan J. B.

AU - Hayes, Douglas.

PY - 2008

Y1 - 2008

N2 - Treatment of commercially available MesMgBr with 1,4-dioxane produces the key Mes2Mg reagent in situ which then mediates the deprotonation of ketones to deliver trimethylsilyl enol ethers, at readily accessible temperatures and without any nucleophilic addition, in an expedient and high yielding one-pot process.

AB - Treatment of commercially available MesMgBr with 1,4-dioxane produces the key Mes2Mg reagent in situ which then mediates the deprotonation of ketones to deliver trimethylsilyl enol ethers, at readily accessible temperatures and without any nucleophilic addition, in an expedient and high yielding one-pot process.

KW - Mes2Mg

KW - MesMgBr

KW - silyl enol ethers

KW - ketones

U2 - 10.1039/b802082e

DO - 10.1039/b802082e

M3 - Article

VL - 6

SP - 1238

EP - 1243

JO - Organic and Biomolecular Chemistry

T2 - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 7

ER -