Selective Allylic Hydroxylation of Octahydronaphthalene Derivatives with a Bridgehead Double Bond Using Electrochemical Method with Iron Picolinate Complexes.

Abstract

Complexes. -Substrates with a bridgehead double bond like (I) give the allylic alcohol with α-preference, while the non-bridgehead olefin (V) does not react smoothly. The presented electrochemical method is a useful tool for α-selective allylic hydroxylation of octahydronaphthalene derivatives with a bridgehead double bond as model compounds for the AB fused ring of cholesterols. -(OKAMOTO, I.; FUNAKI, W.; NOBUCHIKA, S.; SAWAMURA, M.; KOTANI, E.; TAKEYA*, T.; Chem. Pharm. Bull. 53 (2005) 2, 248-252; Showa Pharm. Univ., Machida, Tokyo 194, Japan; Eng.) -H. Haber 31-108