ALPHA-METHOXYKETONE SYNTHESIS VIA KETONE HOMOLOGATION - ZRCL4-MEDIATED HYDROXY SULFONE REARRANGEMENTS

J G  MONTANA; N  PHILLIPSON; R J K  TAYLOR

ALPHA-METHOXYKETONE SYNTHESIS VIA KETONE HOMOLOGATION - ZRCL4-MEDIATED HYDROXY SULFONE REARRANGEMENTS

J G MONTANA, N PHILLIPSON, R J K TAYLOR

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 alpha-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
Publication status	Published - 7 Oct 1994

Keywords

CARBOHYDRATE-DERIVATIVES
RING EXPANSION

Cite this

@article{b2eea55a0fa743a0a4c4d2a617068820,

title = "ALPHA-METHOXYKETONE SYNTHESIS VIA KETONE HOMOLOGATION - ZRCL4-MEDIATED HYDROXY SULFONE REARRANGEMENTS",

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

keywords = "CARBOHYDRATE-DERIVATIVES, RING EXPANSION",

author = "MONTANA, {J G} and N PHILLIPSON and TAYLOR, {R J K}",

year = "1994",

month = oct,

day = "7",

language = "English",

pages = "2289--2290",

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

issn = "0022-4936",

publisher = "Chemical Society",

number = "19",

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T1 - ALPHA-METHOXYKETONE SYNTHESIS VIA KETONE HOMOLOGATION - ZRCL4-MEDIATED HYDROXY SULFONE REARRANGEMENTS

AU - MONTANA, J G

AU - PHILLIPSON, N

AU - TAYLOR, R J K

PY - 1994/10/7

Y1 - 1994/10/7

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

KW - CARBOHYDRATE-DERIVATIVES

KW - RING EXPANSION

M3 - Article

SN - 0022-4936

SP - 2289

EP - 2290

JO - JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS

JF - JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS

IS - 19

ER -