Highly chemoselective allylation of carbonyl compounds with tetraallyltin in acidic aqueous media

A Yanagisawa, H Inoue, M Morodome…

Index: Yanagisawa, Akira; Inoue, Hirokuni; Morodome, Miwa; Yamamoto, Hisashi Journal of the American Chemical Society, 1993 , vol. 115, # 22 p. 10356 - 10357

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Citation Number: 80

Abstract

The addition of an allylmetal reagent to carbonyl compounds is a useful process in organic synthesis. l However, this highly reactive reagent sometimes causes lack of chemoselectivity. For example, not only Grignard and lithium reagen@ but also titanium reagent4 often fail to discriminate between aldehydes and ketones. Herein, we disclose a new allylation reaction of carbonyl compounds by tetraallyltin in acidic aqueous media ...