A synthesis of the C29-C51 fragment of spongistatin 1, containing the E
and F rings, has been completed. The approach r
elies on fourdiastereoselective aldol additions
and an asymmetric glycolate alkylation to establish eight of the eleven stereogenic centers. The intactchlorodiene side chain was appended by a Lewis acid catalyzed addition of an allylstannane to an epoxy enol ether.