Overcoming steric effects in the coupling reaction of alkyloxycarbonyloxymethyl (AOCOM) halides with phenols: an efficient synthesis of AOCOM phenolic prodrugs
Steric hindrance is a key factor in the coupling reaction of AOCOM halides with phenols. Sterically unhindered alkoxy groups favor the formation of acylated phenol. Under phase-transfer conditions, alkylated phenol is favored regardless of steric hindrance.
Thomas, Joshua D.,Sloan, Kenneth B.
p. 109 - 112
(2007/10/03)
Acetaminophen prodrugs. I. Synthesis, physicochemical properties, and analgesic activity.
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Dittert,Caldwell,Adams,Irwin,Swintosky
p. 774 - 780
(2007/10/05)
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