Tetrahedron letters

Reaction of alkylcarbonyloxymethyl halides with phenols: reevaluating the influence of steric hindrance

JD Thomas, KB Sloan

Index: Thomas, Joshua D.; Sloan, Kenneth B. Tetrahedron Letters, 2006 , vol. 47, # 49 p. 8785 - 8787

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Citation Number: 6

Abstract

Evidence is presented that contradicts an earlier finding that, in the absence of steric hindrance, the coupling reaction of alkylcarbonyloxymethyl (ACOM) halides with phenols favors acylated product. A one-step synthesis is used to generate sterically unhindered ACOM iodides, which are then reacted with several phenols to give mainly alkylated phenol.