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Crossed acyloin condensation of aliphatic aldehydes

Lookup NU author(s): Dr Alistair Henderson, Professor Bernard Golding

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Abstract

Crossed acyloins were efficiently prepared by the thiazolium-catalysed condensation of two different unhindered aldehydes, using one mol equivalent of one aldehyde with three mol equivalents of the other. Conversion into the corresponding nonsymmetrical 1,2-dioxime was achieved either by oxidation with bismuth(III) oxide or the Dess-Martin periodinane to give a 1,2-diketone that was then treated with hydroxylamine to give the oxime.


Publication metadata

Author(s): Heck R, Henderson AP, Kohler B, Retey J, Golding BT

Publication type: Article

Publication status: Published

Journal: European Journal of Organic Chemistry

Year: 2001

Issue: 14

Pages: 2623-2627

ISSN (print): 1434-193X

ISSN (electronic): 1099-0690

Publisher: Wiley - VCH Verlag GmbH & Co. KGaA

URL: http://dx.doi.org/10.1002/1099-0690(200107)2001:14<2623::AID-EJOC2623>3.0.CO;2-1

DOI: 10.1002/1099-0690(200107)2001:14<2623::AID-EJOC2623>3.0.CO;2-1


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