Total Synthesis of the Alkaloid, (±)-Hasubanonine
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概要
- 論文の詳細を見る
(±)-Hasubanonine was synthesized through 16-oxo-hasubanonine (63) as a relay substance starting from the keto-lactam (41). The keto-lactam (41) was derived to the keto-O-acetyl-phenol A (49) which was oxidized to the axial-acetoxy-ketone (50). Bromination of (50) followed by the rearrangement reaction with sodium acetate gave the enol-acetate (51) which was converted to the bromo-enolmethyl-ether (56) via the diosphenol (54) and the bromo-diketone (55). The compound (56) was derived to the β-diketone (57) which was methylated to give (±)-16-oxo-hasubanonine (59) and (±)-aknadilactam (61). On the other hand, hasubanonine was oxidized to 16-oxo-hasubanonine (63) which was put back to hasubanonine by lithium aluminum hydride reduction followed by manganese dioxide oxidation.
- 公益社団法人日本薬学会の論文
- 1974-04-25
著者
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犬伏 康夫
Faculty of Pharmaceutical Sciences, Kyoto University
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井深 俊郎
Faculty of Pharmaceutical Sciences, Kyoto University
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田中 圭
Faculty Of Pharmaceutical Sciences Kyoto University
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田中 圭
静岡県大 薬
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井深 俊郎
Faculty Of Pharmaceutical Sciences Kyoto University
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犬伏 康夫
Faculty Of Pharmaceutical Sciences Kyoto University
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田中 圭
京都大学薬学部
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田中 圭
Faculty of Eng., Oita Univ.
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