Formal Synthesis of (+)-Sinefungin by Way of Sequential Asymmetric Metal Catalysis

Org Lett. 2024 May 10;26(18):3957-3960. doi: 10.1021/acs.orglett.4c01196. Epub 2024 Apr 29.

Abstract

Here, we report a de novo approach toward (+)-sinefungin, a potent inhibitor of the physiological methyl transfer process. A key feature is represented by the sequential metal catalysis combining Pd-catalyzed hydroalkoxylation and ring-rearrangement metathesis. The unique advantage of the method is highlighted by the unprecedented complete control of the C6 stereocenter.