リコリンおよび関連アルカロイドの全合成
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概要
- 論文の詳細を見る
Synthetic works on the Amaryllidaceae alkaloid, lycorine, were critically reviewed with 30 references including the following articles : syntheses of lycorine skeleton, four stereoisomers of lycorane, substituted lycoranes, and authors work on the total synthesis of lycorine. The highlight was the last article which started from Diels-Alder reaction of 3, 4-methylenedioxyphenylbutadiene and fumaric acid followed by construction of four rings of lycorine in the order of A→C→B→D, during which work a new procedure of Bischler-Napieralski cyclization of β-phenylethylurethans for construction of ring B was presented and its potential utility for the synthetic chemistry was demonstrated.<BR>The key-intermediate (1-dehydrolycorane-lactam) thus synthesized was transformed divergently in stereoselective manners to the natural alkaloids, α-dihydrolycorine, zephyranthine, and finally to lycorine.
- 社団法人 有機合成化学協会の論文
著者
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礒部 公明
昭和薬大
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礒部 公明
Showa College of Pharmaceutical Sciences
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礒部 公明
昭和薬科大学
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津田 喜典
昭和薬科大学
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津田 喜典
昭和薬科大学, 現在, 金沢大学薬学部
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- Studies toward Total Synthesis of Non-aromatic Erythrina Alkaloids.(3). Synthesis of β-Erythroidine Skeleton (β-Erythroidan)
- Studies toward Total Synthesis of Non-aromatic Erythrina Alkaloids. (1). Synthesis and Isomerization of Unsaturated Bicyclic δ-Lactones
- Synthesis of Erythrina and Related Alkaloids. XXIII. : Intramolecular Cyclization Approach. (2). Synthesis and Reactions of 1,7-Cyclo-cis-erythrinans, Potential Intermediates to Natural Erythrina Alkaloids
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