A model study of epothilone synthesis: An alternative synthetic approach to the C1-C7 fragment

Journal of the Serbian Chemical Society

Galonić Danica¹  Matović Radomir V.¹  Lalić Gojko¹  Saičić Radomir N.² 

[1] Faculty of Chemistry, Belgrade;Institute of Chemistry, Technology and Metallurgy - Center for Chemistry, Belgrade;

关键词: epothilones;    epoxides;    enol ethers;    alkylations;    lewis acids.;   

DOI  :  10.2298/JSC0204221L

来源: DOAJ

【 摘 要 】

In this model study an alternative synthetic approach to the C1–C7 fragment of epothilones was investigated. Starting from 4,4-dimethylcyclopentenone, a 7 step reaction sequence afforded the key intermediate 7 in 27% overall yield. Surprisingly, the attempted deprotection of latent functionalities in 7 failed, indicating the incompatibility of the ethoxyethyl protective group with the reaction conditions employed.

【 授权许可】

Unknown