Total Synthesis and Reassessment of the Phosphatase-Inhibitory Activity of the Antitumor Agent TMC-69-6H

Article abstract of DOI:10.1002/anie.200352268

The unexpected selectivity proflie of I (17R)-and (17S)-TMC-69-6H (see formula) suggests that N-hydroxypyridone derivatives constitute a promising new lead structure in the search for selective phosphatase inhibitors. An unprecedented Pd-catalyzed C-C bond formation to a pyranone derivative was a key step in the synthesis of enantiopure (17R)-and (17S)-TMC-69-6H.