Enantioselective Synthesis of the C7-C24 Segment of Macrolactin A

The C7-C24 tetraene triol segment of macrolactin A was prepared using organoiron chemistry. Two (carbonyl)iron moieties are responsible for stereoselective preparation of the C8-C11 E,Z-diene, as well as the C-15 and C-24 sp3 stereocenters. Furthermore, this iron complexation serves to protect the C8-C11 and C16-C19 diene groups during reductive hydrolysis of an isoxazoline group