(±) -ライコジャポニクミンDとライコドリン型ライコポディアムアルカロイドの総合成
Xian-He Zhao1, Qing Zhang1, Ji-Yuan Du1
1State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University , 222 Tianshui Nanlu, Lanzhou 730000, China.
Journal of the American Chemical Society
|April 28, 2017
まとめ
研究者は,ライコポジウムアルカロイドの新合成を開発し,その生体生成に触発されました. この戦略により,ライコジャポニクミンDとライコドリン型アルカロイドの合成が初めて可能になり,これらの複雑な天然製品へのアクセスを拡大しました.
科学分野:
- 有機化学
- 自然製品合成
- 薬剤化学
背景:
- ライコポジウムアルカロイドは,構造的に多様で,生物学的に重要な化合物です.
- 合成と医薬品の化学者にとって 生物学的な関係が非常に重要だ.
- ライコジャポニクミンDは 珍しいC3-C13構造で 合成の難題です
研究 の 目的:
- ライコジャポニクミンDとライコドリンの間の新しい生物学的関連を提案し,発見する.
- 前例のないバイオインスピレーションによる タンデム断片化/マニッヒ反応を開発する
- ライコポディアムアルカロイドの合成のための統一された戦略を確立する.
主な方法:
- バイオインスピレーションによるタンデム分解/マニッヒ反応の設計
- パラジアム媒介の酸化脱水 / ヘテロマイケルの反応の発生
- ブリッジヘッドのヘテロ機能化の迅速な組み立ては [3.3.1] バイサイクルシステムです.
主要な成果:
- ライコジャポニクミンDとライコドリン型アルカロイドの新合成経路が確立された.
- (±) - ライコジャポニクミンDと6つのライコドリン型アルカロイドの合成が初めて達成されました.
- 構造的に硬いブリッジヘッドヘテロクォーターナリー炭素に対する新しいアプローチが開発された.
結論:
- 開発された統一された戦略により,9つの天然および4つの非天然のライコポディアムアルカロイドの分散した総合成が可能である.
- この研究は,ライコポディアムアルカロイドの生体生成と合成アクセシビリティに関する貴重な洞察を提供します.
- この方法論は,天然製品に見られる複雑な分子構造の構築を容易にする.
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