Synthetic Communications

Lewis Acid Mediated α-Thioalkylation of Ketones

MT Reetz, A Giannis

Index: Reetz, M. T.; Giannis, A. Synthetic Communications, 1981 , vol. 11, # 4 p. 315 - 322

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Citation Number: 27

Abstract

Abstract Lewis acid mediated α-alkylation of carbonyl compounds via silyl enol ethers is turning out to be a powerful synthetic method. For example, SN1 reactive alkylating agents such as tertiary and aryl activated secondary alkyl halides, which are known to undergo undesired HX-elimination with lithium enolates or enamines, react regiospecifically and chemoselectively with the less basic silyl enol ethers1. Related processes include ...