Regiospecific Synthesis of Sarkomycin and Some Analogues

Article abstract of DOI:10.1021/jo00138a020

The first regiospecific total synthesis of the anticancer compound sarkomycin (1) is described.The starting material is 2-(carbomethoxycyclopent-2-enone (4), a useful precursor for cyclopentanoid natural products.The cyano derivative 5, the amide derivative 6, and the keto lactone 9 were also synthetized.The latter may be considered as a "cyclized" form of sarkomycin and was shown to open slowly to the natural product upon treament with dilute acid.