Steroids. Part XXXII. Epoxidation of 3β-acetoxy-5α-ianosta-7,9(11)-diene
C. W. Shoppee, JC Coll
Abstract
C. W. Shoppee, JC Coll
Abstract
Epoxidation of 3β-acetoxy-5α-lanosta-7,9(11)-diene with m-chloroperbenzoic acid or monoperphthalic acid gives the Δ9(11)-7α,8α-epoxide, the Δ9(11)-7β,8β-epoxide, and the Δ7-9α,11α-epoxide. The compound, described in the literature as a Δ-(9)117ξ,8ξ-epoxide, is shown to be the Δ7-9α,11α-epoxide.
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Epoxidation of 3β-acetoxy-5α-lanosta-7,9(11)-diene with m-chloroperbenzoic acid or monoperphthalic acid gives the Δ9(11)-7α,8α-epoxide, the Δ9(11)-7β,8β-epoxide, and the Δ7-9α,11α-epoxide. The compound, described in the literature as a Δ-(9)117ξ,8ξ-epoxide, is shown to be the Δ7-9α,11α-epoxide.
Key concepts: Epoxide, Diene, Chemistry, Organic chemistry, Stereochemistry, Catalysis, Natural rubber