Abstract
Abstract Nitration, bromination and oxidation reactions of 4-methyl-A-homo-4-azacholest-4a-en-3-one (1) were studied. The reaction with acetyl nitrate gave products of cis addition to the double bond accompanied by the A-seco compounds. The results of bromination were dependant on the reaction conditions. After the initial electrophilic attack at C-5, further transformations involved the addition of a nucleophile, which was followed by isomerization to the A-seco compounds or rearrangement to the six-membered lactams or lactone promoted by AgBF4. The CrO3 oxidation yielded the product of a double bond cleavage.
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