SYNTHESIS OF A C-15 C-27 SEGMENT OF VENTURICIDINE

The C-15/C-27 segment of venturicidine contains a 1,3,5,n-anti-methylated alkyl chain, which resembles syndiotactic polypropylene and should therefore favor an extended conformation. A synthetic scheme is presented, by which such structures are generated in a cycle of four steps per three stereogenic centers. This allowed the synthesis of the above mentioned venturicidine fragment in 15 steps from propionaldehyde.