Rearrangement of 1α,2-epoxy-3-oxo-5α-steroids
Abstract
The reaction of 17β-acetoxy-1α,2-epoxy-1-methyl-5α-androstan-3-one with formic acid gives an A-nor-2-oxo-steoid carrying a formyl group at the 1-position. The formyl group is removed in alkaline media. O.r.d. and n.m.r. measurements on the products allowed the assignment of stereochemistry at C-1.