Reaction of enol silyl ethers with silver carboxylate-iodine. Synthesis of. alpha.-acyloxy carbonyl compounds
GM Rubottom, RC Mott, HD Juve Jr
Index: Rubottom, George M.; Mott, Robert C.; Juve, Henrik D. Journal of Organic Chemistry, 1981 , vol. 46, # 13 p. 2717 - 2721
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Citation Number: 32
Abstract
The sequential treatment of enol silyl ethers with silver carboxylate-iodine (2: l) and then fluoride affords high yields of the corresponding a-acyloxy carbonyl compounds. Thus a wide range of variation is now possible for the acyloxy portion of the molecule. The oxidation is most successful when used with five-and six-membered-ring enol silyl ethers. When applied to larger ring sizes, the formation of a-iodo carbonyl compounds occurs as an ...
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