Tetrahedron

Benzotriazole-mediated alkoxyalkylation and acyloxyalkylation

…, AAA Abdel-Fattah, KR Idzik, BEDM El-Gendy…

Index: Katritzky, Alan R.; Abdel-Fattah, Ashraf A.A.; Idzik, Krzysztof R.; El-Gendy, Bahaa El-Dien M.; Soloducho, Jadwiga Tetrahedron, 2007 , vol. 63, # 28 p. 6477 - 6484

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Citation Number: 9

Abstract

Reactions of readily available and stable 1-(α-alkoxyalkyl) benzotriazoles type 9a, b and 10a–d with a variety of silyl enol ethers 11 or 1, 3-dicarbonyl compounds 13 give the expected ketones 12a–l (60–92%), β-keto esters 14a, b (62–67%), and malonates 14c, d (79–88%) in which a tetrahydrofuran or tetrahydropyran moiety has been introduced at the α position. 1-(Benzotriazol-1-yl) alkyl esters 7 are converted by cyanide anion into ...