Donor cyclopropanes in synthesis: utilising silylmethylcyclopropanes to prepare 2,5-disubstituted tetrahydrofurans

Jonathan Dunn; Majid Motevalli; Adrian P. Dobbs

doi:10.1016/j.tetlet.2011.10.091

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Donor cyclopropanes in synthesis: utilising silylmethylcyclopropanes to prepare 2,5-disubstituted tetrahydrofurans

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Donor cyclopropanes in synthesis: utilising silylmethylcyclopropanes to prepare 2,5-disubstituted tetrahydrofurans

Jonathan Dunn, Majid Motevalli and Adrian P. Dobbs

Tetrahedron letters, Vol.52(51), pp.6974-6977

21/12/2011

DOI: https://doi.org/10.1016/j.tetlet.2011.10.091

Abstract

Chemistry

Chemistry, Organic

Physical Sciences

Science & Technology

The use of donor-only silylmethylcyclopropanes in the Lewis acid promoted reaction with aldehydes to generate 2,5-disubstituted tetrahydrofurans is described. The diastereoselectivity obtained in the product is very dependent upon the temperature of the reaction. (C) 2011 Elsevier Ltd. All rights reserved.

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Title: Donor cyclopropanes in synthesis: utilising silylmethylcyclopropanes to prepare 2,5-disubstituted tetrahydrofurans
Creators: Jonathan Dunn - Queen Mary University of London
Majid Motevalli - Queen Mary University of London
Adrian P. Dobbs - Queen Mary University of London
Publication Details: Tetrahedron letters, Vol.52(51), pp.6974-6977
Publisher: Elsevier
Number of pages: 4
Publication Date: 21/12/2011
Grant note: EPSRC; UK Research & Innovation (UKRI); Engineering & Physical Sciences Research Council (EPSRC)
Identifiers: 99961141302346; WOS:000297777600032
Academic Unit: School of Chemistry and Chemical Engineering; Department of Chemistry
Language: English
Resource Type: Journal article

Donor cyclopropanes in synthesis: utilising silylmethylcyclopropanes to prepare 2,5-disubstituted tetrahydrofurans

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