Olivin (2) is the aglycon of the antitumor antibiotic olivomycin A (1). A total synthesis of 3, the trimethyl ether of olivin, has been successfully achieved by a convergent route. The key β-methoxyenone synthon 15 was prepared from 3,5-dimethoxyphenylacetic acid (4) and ketal ester 5. Condensation of 15 and methyl orsellinate dimethyl ether gave tricyclic ketone 17 which was subsequently elaborated into 3.
All Science Journal Classification (ASJC) codes
- Colloid and Surface Chemistry