Stereoselective synthesis of 3,4-disubstituted tetrahydrofurans and 2,3,4-trisubstituted tetrahydrofurans using an intramolecular allylation strategy employing allylsilanes

Peter Jervis; Benson Kariuki; Liam Cox; Rui Ramalho; AG Humphries

doi:10.1016/j.tetlet.2008.02.088

Stereoselective synthesis of 3,4-disubstituted tetrahydrofurans and 2,3,4-trisubstituted tetrahydrofurans using an intramolecular allylation strategy employing allylsilanes

Peter Jervis, Benson Kariuki, Liam Cox, Rui Ramalho, AG Humphries

Research output: Contribution to journal › Article

8 Citations (Scopus)

Abstract

A Bronsted acid-mediated intramolecular allylation involving an allylsilane and an aldehyde has been used as the key step in a stereoselective synthesis of 3,4-disubstituted tetrahydrofurans and 2,3,4-trisubstituted tetrahydrofurans. (c) 2008 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	1631-1634
Number of pages	4
Journal	Tetrahedron Letters
Volume	73
Issue number	4
DOIs	https://doi.org/10.1016/j.tetlet.2008.02.088
Publication status	Published - 21 Feb 2008

Keywords

Bronsted acids
intramolecular allylation
cyclisation
tetrahydrofurans
allylsilanes

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10.1016/j.tetlet.2008.02.088

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title = "Stereoselective synthesis of 3,4-disubstituted tetrahydrofurans and 2,3,4-trisubstituted tetrahydrofurans using an intramolecular allylation strategy employing allylsilanes",

abstract = "A Bronsted acid-mediated intramolecular allylation involving an allylsilane and an aldehyde has been used as the key step in a stereoselective synthesis of 3,4-disubstituted tetrahydrofurans and 2,3,4-trisubstituted tetrahydrofurans. (c) 2008 Elsevier Ltd. All rights reserved.",

keywords = "Bronsted acids, intramolecular allylation, cyclisation, tetrahydrofurans, allylsilanes",

author = "Peter Jervis and Benson Kariuki and Liam Cox and Rui Ramalho and AG Humphries",

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T1 - Stereoselective synthesis of 3,4-disubstituted tetrahydrofurans and 2,3,4-trisubstituted tetrahydrofurans using an intramolecular allylation strategy employing allylsilanes

AU - Jervis, Peter

AU - Kariuki, Benson

AU - Cox, Liam

AU - Ramalho, Rui

AU - Humphries, AG

PY - 2008/2/21

Y1 - 2008/2/21

N2 - A Bronsted acid-mediated intramolecular allylation involving an allylsilane and an aldehyde has been used as the key step in a stereoselective synthesis of 3,4-disubstituted tetrahydrofurans and 2,3,4-trisubstituted tetrahydrofurans. (c) 2008 Elsevier Ltd. All rights reserved.

AB - A Bronsted acid-mediated intramolecular allylation involving an allylsilane and an aldehyde has been used as the key step in a stereoselective synthesis of 3,4-disubstituted tetrahydrofurans and 2,3,4-trisubstituted tetrahydrofurans. (c) 2008 Elsevier Ltd. All rights reserved.

KW - Bronsted acids

KW - intramolecular allylation

KW - cyclisation

KW - tetrahydrofurans

KW - allylsilanes

U2 - 10.1016/j.tetlet.2008.02.088

DO - 10.1016/j.tetlet.2008.02.088

M3 - Article

VL - 73

SP - 1631

EP - 1634

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 4

ER -

Stereoselective synthesis of 3,4-disubstituted tetrahydrofurans and 2,3,4-trisubstituted tetrahydrofurans using an intramolecular allylation strategy employing allylsilanes

Abstract

Keywords

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