Abstract
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.
Key words
polyene macrolide - (diene)iron complexes - nitrile oxide-olefin cycloaddition - remote asymmetric induction
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