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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 21, 1991 - Issue 17
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Original Articles

Homologation of Furfural and Deriuatives to Furylacetaldehydes

, , , &
Pages 1735-1741 | Received 01 May 1991, Published online: 24 Sep 2006
 

Abstract

The homologation of furfural 1a and methyl 3-(5-formyl-2-furyl) propenoate 1b or ethyl 3-(5-formyl-2-furyl) propenoate 1c to the corresponding furylacetaldehydes was carried out in two stages:

i) preparation of the furan epoxides from 1a, 1b, 1c

ii) cleavage and rearrangement of the epoxides on sepiolite. Sepiolite is a convenient catalyst for this last stage involving substrates as labile as the furan epoxides.

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