Author:
Lassak EV,Pinhey JT,Simes JJH
Abstract
Chromium trioxide-acetic
acid oxidation of 3β-acetoxylanost-8-ene (1) at approximately 50� yields
3β-acetoxylanosta-7,9(11)-diene (2), 3β-
acetoxylanost-8-ene-7,11-dione (3), 3β-acetoxylanost-8-en-7-one (4), and
3β-acetoxy-8β-lanost-9(11)-en-7-one (5). The α,β-unsaturated
ketone (4) is not an intermediate in the formation of (3), the oxidation
sequence being (1) → (2) → (5) → (3). ��� Mild 30% hydrogen peroxide-acetic acid
oxidation of (1) at 20� affords (2) in almost quantitative yield while further
reaction under the same conditions gives 3β-acetoxy-8α-lanost-9(11)-en-7-one
(6).
Cited by
11 articles.
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