Part I. The use of covalently attached synthetic metalloporphyrins in the remote site-selective hydroxylation of steroids. Part II. The use of ionically coordinated metalloporphyrins in the remote site-selective hydroxylation of steroids

Part I. The use of covalently attached synthetic metalloporphyrins in the remote site selective hydroxylation of steroids: Synthetic manganese(III) tetraphenylporphyrins were attached to several different steroidal substrates via an ester linkage. These porphyrins were shown to catalyze the site-specific hydroxylation of unactivated carbons in an intramolecular fashion with iodosylbenzene as the oxygen source. For example, a 6 ;Changes in the tether length (n = 0,1) and in the site of attachment to the steroid nucleus (C(3)-;Part II. The use of ionically coordinated synthetic metalloporphyrins in the remote site selective hydroxylation of steroids: Trimethylammonium manganese(III) tetraphenylporphnyrins were coordinated to steroidal sulfates and were oxidized with iodosylbenzene. This gave rise to site specific hydroxylation of the steroid skeleton. For example, treatment of a 10...