Epoxide ring-opening and Meinwald rearrangement reactions of epoxides catalyzed by mesoporous aluminosilicates

Andrew Graham; Mathew W. C. Robinson; A. Matthew Davies; Richard Buckle; Ian Mabbett; Stuart H. Taylor

doi:10.1039/B900719A

Epoxide ring-opening and Meinwald rearrangement reactions of epoxides catalyzed by mesoporous aluminosilicates

Andrew Graham, Mathew W. C. Robinson, A. Matthew Davies, Richard Buckle, Ian Mabbett, Stuart H. Taylor

Faculty of Computing, Engineering and Science

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

Abstract

Mesoporous aluminosilicates efficiently catalyze the ring-opening of epoxides to produce ß-alkoxyalcohols in high yields under extremely mild reaction conditions. These materials also catalyze the corresponding Meinwald rearrangement in non-nucleophilic solvents to give aldehydes which can be trapped in situ to provide the corresponding acetals in an efficient tandem process.

Original language	English
Pages (from-to)	2559 - 2564
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	7
Issue number	12
DOIs	https://doi.org/10.1039/B900719A
Publication status	Published - 21 Apr 2009

Keywords

epoxide
ring-opening
meinwald rearrangement reactions
catalyzed
mesoporous aluminosilicates

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10.1039/B900719ALicence: CC BY-NC-ND

1 Doctoral Thesis

Solid Lewis and Brønsted Acids and Their Application as Environmentally Benign Catalysts
Robinson, M., 2008
Research output: Types of Thesis › Doctoral Thesis

Cite this

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title = "Epoxide ring-opening and Meinwald rearrangement reactions of epoxides catalyzed by mesoporous aluminosilicates",

abstract = "Mesoporous aluminosilicates efficiently catalyze the ring-opening of epoxides to produce {\ss}-alkoxyalcohols in high yields under extremely mild reaction conditions. These materials also catalyze the corresponding Meinwald rearrangement in non-nucleophilic solvents to give aldehydes which can be trapped in situ to provide the corresponding acetals in an efficient tandem process.",

keywords = "epoxide, ring-opening, meinwald rearrangement reactions, catalyzed, mesoporous aluminosilicates",

author = "Andrew Graham and Robinson, {Mathew W. C.} and Davies, {A. Matthew} and Richard Buckle and Ian Mabbett and Taylor, {Stuart H.}",

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T1 - Epoxide ring-opening and Meinwald rearrangement reactions of epoxides catalyzed by mesoporous aluminosilicates

AU - Graham, Andrew

AU - Robinson, Mathew W. C.

AU - Davies, A. Matthew

AU - Buckle, Richard

AU - Mabbett, Ian

AU - Taylor, Stuart H.

PY - 2009/4/21

Y1 - 2009/4/21

N2 - Mesoporous aluminosilicates efficiently catalyze the ring-opening of epoxides to produce ß-alkoxyalcohols in high yields under extremely mild reaction conditions. These materials also catalyze the corresponding Meinwald rearrangement in non-nucleophilic solvents to give aldehydes which can be trapped in situ to provide the corresponding acetals in an efficient tandem process.

AB - Mesoporous aluminosilicates efficiently catalyze the ring-opening of epoxides to produce ß-alkoxyalcohols in high yields under extremely mild reaction conditions. These materials also catalyze the corresponding Meinwald rearrangement in non-nucleophilic solvents to give aldehydes which can be trapped in situ to provide the corresponding acetals in an efficient tandem process.

KW - epoxide

KW - ring-opening

KW - meinwald rearrangement reactions

KW - catalyzed

KW - mesoporous aluminosilicates

U2 - 10.1039/B900719A

DO - 10.1039/B900719A

M3 - Article

VL - 7

SP - 2559

EP - 2564

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 12

ER -

Epoxide ring-opening and Meinwald rearrangement reactions of epoxides catalyzed by mesoporous aluminosilicates

Abstract

Keywords

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Research output

Solid Lewis and Brønsted Acids and Their Application as Environmentally Benign Catalysts

Cite this