α-methoxyketone synthesis via ketone homologation: ZrCl 4-mediated hydroxy sulfone rearrangements

John G. Montana; Neil Phillipson; Richard J.K. Taylor

doi:10.1039/C39940002289

α-methoxyketone synthesis via ketone homologation: ZrCl ₄-mediated hydroxy sulfone rearrangements

John G. Montana, Neil Phillipson, Richard J.K. Taylor^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

The adducts between ketones and the anion derived from [(methoxymethyl) sulfonyl]benzene undergo efficient, regioselective rearrangement to give α-methoxyketones when treated with ZrCl₄ and HfCl₄; this new procedure allows the sulfone-mediated homologation methodology to be applied to monocyclic and acyclic ketones.

Original language	English
Pages (from-to)	2289-2290
Number of pages	2
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	19
DOIs	https://doi.org/10.1039/C39940002289
Publication status	Published - 1 Dec 1994

Access to Document

10.1039/C39940002289

Cite this

@article{003082bdbb15408aa99fbaccb3528965,

title = "α-methoxyketone synthesis via ketone homologation: ZrCl 4-mediated hydroxy sulfone rearrangements",

abstract = "The adducts between ketones and the anion derived from [(methoxymethyl) sulfonyl]benzene undergo efficient, regioselective rearrangement to give α-methoxyketones when treated with ZrCl4 and HfCl4; this new procedure allows the sulfone-mediated homologation methodology to be applied to monocyclic and acyclic ketones.",

author = "Montana, {John G.} and Neil Phillipson and Taylor, {Richard J.K.}",

year = "1994",

month = dec,

day = "1",

doi = "10.1039/C39940002289",

language = "English",

pages = "2289--2290",

journal = "JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS",

issn = "0022-4936",

publisher = "Chemical Society",

number = "19",

}

TY - JOUR

T1 - α-methoxyketone synthesis via ketone homologation

T2 - ZrCl 4-mediated hydroxy sulfone rearrangements

AU - Montana, John G.

AU - Phillipson, Neil

AU - Taylor, Richard J.K.

PY - 1994/12/1

Y1 - 1994/12/1

N2 - The adducts between ketones and the anion derived from [(methoxymethyl) sulfonyl]benzene undergo efficient, regioselective rearrangement to give α-methoxyketones when treated with ZrCl4 and HfCl4; this new procedure allows the sulfone-mediated homologation methodology to be applied to monocyclic and acyclic ketones.

AB - The adducts between ketones and the anion derived from [(methoxymethyl) sulfonyl]benzene undergo efficient, regioselective rearrangement to give α-methoxyketones when treated with ZrCl4 and HfCl4; this new procedure allows the sulfone-mediated homologation methodology to be applied to monocyclic and acyclic ketones.

UR - http://www.scopus.com/inward/record.url?scp=37049082594&partnerID=8YFLogxK

U2 - 10.1039/C39940002289

DO - 10.1039/C39940002289

M3 - Article

AN - SCOPUS:37049082594

SP - 2289

EP - 2290

JO - JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS

JF - JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS

SN - 0022-4936

IS - 19

ER -

α-methoxyketone synthesis via ketone homologation: ZrCl 4-mediated hydroxy sulfone rearrangements

Abstract

Access to Document

Other files and links

Cite this

α-methoxyketone synthesis via ketone homologation: ZrCl ₄-mediated hydroxy sulfone rearrangements