Synthetic studies of the HIV-1 protease inhibitive didemnaketals : stereocontrolled synthetic approach to the key mother spiroketals

摘要

matrix presented The stereocontrolled synthesis of (2S,4R,6R,8S,10S,1′R,1″R)-2(acetylhydroxymethyl)-4,10-dimethyl- 8(isopropenylhydroxymethyl)-1,7-dioxaspiro[5,5]-undecane (4a) and its C1″-epimer (4b), the key mother spiroketals of the HIV-1 protease inhibitive didemnaketals from the ascidian Didemnum sp., has been carried out through multisteps from the natural (R)-(+)-pulegone, which involved the diastereoselective construction of four chiral carbon centers(C-2, C-6, C-8, and C-1′) by intramolecular chiral induce.