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Knoevenagel condensations of β-hemiacetyl esters

✍ Scribed by Pilho Kim; Marilyn M Olmstead; Michael H Nantz; Mark J Kurth

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
161 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

The intermolecular Knoevenagel condensation of β-hemiacetyl ester proceeds by an in situ unmasking of a reactive ω-hydroxy-β-keto ester giving unsaturated ω-hydroxy-β-keto esters 6-12 which accommodate acetal formation.

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Xonotlite alone or made more basic by doping of potassium t-butoxide catalyses the titleaction between aromatic aldehydes and malononitrile or alkyl cyanoacetates. At ambient temperatures, this procedure specifically gives high yields of F olefinic Knoevenagel products. INTEREST of preparative organ