LYCOPODIUM ALKALOIDS: IX. CYCLIZED PRODUCTS FROM α- AND β-CYANOBROMOLYCOPODINE

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Abstract
A study has been made of the products formed on treatment of α- and β-cyanobromolycopodine with potassium hydroxide in methanol and potassium acetate in ethanol, respectively. The product derived from the α-isomer is apparently formed in a cyclization reaction taking place alpha to the carbonyl group while that formed from the β-isomer may be an enol ether. The olefin expected from a normal dehydrobromination of α-cyanobromolycopodine has been prepared by an indirect method. Attempts to prepare the analogous olefin in the β-series led to the formation of a saturated cyclic ether. The hydrogenolysis product of β-cyanobromolycopodine has been prepared.

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