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A novel approach to the synthesis of 4-aryl-furan-3-ols

✍ Scribed by Bruno Tse; A.Brian Jones

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
64 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

A novel, yet simple, method for the synthesis of 4-aryl-furan-3-ols is described. The condensation between dimethyl diglycolate 1 and various aryl glyoxylates 2 using KOt-Bu as base furnished a series of 4-aryl-furan-3-ols 4 bearing one tert-butyl ester and one methyl ester substituent. Such a mixed ester allowed easy differentiation of the two esters for selective chemical modification. In addition, these 4-aryl-furan-3-ols could be further transformed to other useful substituted furans through conversion to the triflates and subsequent metal-mediated reduction or coupling.

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