反応と合成の進歩シンポジウム 発表要旨概要
第33回反応と合成の進歩シンポジウム
セッションID: 2P-33
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13:00~14:25 ポスター発表
インドロモルヒナン誘導体における新規酸化反応及び転位反応
*大畠 健二小川 亮藤井 秀明長瀬 博
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会議録・要旨集 フリー

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Spiro compound 3a was synthesized by the platinum catalyzed oxidation of indolomorphinan 1 followed by treatment of 2a with DBU. Reaction of compound 3a with boron tribromide gave the compound 3b, concomitantly with compound 2b. The Lewis acid, boron tribromide could facilitate the simultaneous demethylation and reverse rearrangement from spiro compound 3b to indolenin 2b. This reverse rearrangement reaction has not yet been reported. We are now examining various Lewis acid to give reverse rearrangement. These results will also be discussed.
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