Bioorganic & medicinal chemistry letters

Allyl and benzyl iodides by the anomalous action of iodotrimethylsilane

Q Zhu, MS Tremblay

Index: Zhu, Qing; Tremblay, Matthew S. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 24 p. 6170 - 6172

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Citation Number: 4

Abstract

Iodotrimethylsilane (TMSI), routinely used for the dealkylation of ethers and esters, has been found to efficiently convert allyl and benzyl phosphotriesters into the corresponding iodides under mild, Brønsted-neutral conditions. In contrast, alkyl and aryl phosphotriesters were dealkylated to the corresponding phosphates under identical conditions.