1969Journal of the Chemical Society C OrganicRequires access

Steroids. Part XXXII. Epoxidation of 3β-acetoxy-5α-ianosta-7,9(11)-diene

C. W. Shoppee, JC Coll

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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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What this paper is about

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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Available 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.

Key concepts: Epoxide, Diene, Chemistry, Organic chemistry, Stereochemistry, Catalysis, Natural rubber

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