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KMID : 1059519880320040371
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Journal of the Korean Chemical Society
1988 Volume.32 No. 4 p.371 ~ p.376
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Synthesis of the New Thebaine Derivatives by the Diels-Alder Reaction with Northebaine
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Kim Keun-Jae
Kim Kye-Kwang
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Abstract
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Thebaine was reacted with diisopropyl azodicarboxylate to give northebaine. Diels-Alder reaction between the compound and nitrosobenzene was attempted. The hydrogen of the adducted northebaine was substituted with chloroacetyl chloride and succinic anhydride. We have synthesized the new thebaine derivatives with phenylhydroxylamine at 14-carbon and also acetyl or succinyl at 17-nitrogen with yields of 22% and 16%.
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