Protecting group improvement by isotopic substitution: Synthesis of the quinone system of Fredericamycin A

Article abstract of DOI:10.1016/S0040-4020(01)88016-9

Use of a trideuteriomethyl group for protection of phenolic oxygen, instead of the classical methyl group, serves to suppress an unwanted intramolecular hydrogen transfer during radical cyclization. The resulting spiro compound can be converted, by select