
Journal of Organic Chemistry p. 4940 - 4944 (1983)
Update date:2022-08-03
Topics:
Rubottom, George M.
Gruber, John M.
Marrero, Roberto
Juve, Henrik D.
Kim, Wan Chong
Alkyl trimethylsilyl ketene acetals generated from either esters or lactones react with lead(IV) acetate (LTA) or lead(IV) benzoate (LTB) to afford useful yields of the corresponding α-carboyloxy esters and α-carboyloxy lactones.Yields of the reaction products are optimized by use of the appropriate solvent (methylene chloride or benzene) during oxidation.Alkyl groups such as methyl, ethyl, and tert-butyl are all compatible with the procedure, and lactones containing five-, six-, and seven-membered rings give good yields of oxidation products.
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Doi:10.1055/s-0039-1691740
(2020)Doi:10.1021/ic051168u
(2006)Doi:10.1002/ardp.200500102
(2005)Doi:10.1039/P29830000975
(1983)Doi:10.1021/ja010113y
(2001)Doi:10.1016/S0040-4039(00)88196-4
(1983)