アニオンリレー化学 (ARC) を利用する (-) マンデレリドAの総合成:II型ARC/CuCNクロスカップリングプロトコルの識別
Minh H Nguyen1, Masashi Imanishi1, Taichi Kurogi1
1Department of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania , Philadelphia, Pennsylvania 19104, United States.
Journal of the American Chemical Society
|March 9, 2016
まとめ
アニオンリレー化学 (ARC) は,細胞毒性海洋マクロリド (-) - マンデラリドAの完全な合成を可能にしました. この多成分結合戦術は 複雑な分子断片を 単純な構成要素から 高度にステレオ化学的制御で 素早く組み立てました
科学分野:
- 有機化学
- 合成化学
- 薬剤化学
背景:
- マクロライドなどの海洋産物は,細胞毒性化合物の豊富な源です.
- (-) マンデレリドAは,複雑な分子構造を持つ高度に細胞毒性のある海洋マクロリドです.
- このような複雑な自然産物を研究するために 効率的な合成戦略が必要です
研究 の 目的:
- アニオンリレー化学 (ARC) を開発し, (-) マンデラリドAの全合成に使用する.
- 複雑な分子合成のための多用途でスケーラブルなカップリング戦略としてARCを紹介する.
- 高ステレオ化学制御による分子断片の組み立てにおける ARC の有用性を実証する.
主な方法:
- 北半球合成のための新しいタイプIIのARC/CuCNクロスカップリング戦術を使用した.
- 南半球の建設には高効率のタイプI ARCユニオンを使用した.
- 統合されたシンプルで簡単に手に入る 融合合成のための構成要素
主要な成果:
- (-) マンデラリドAの全合成が成功しました.
- 複雑な分子構造の構築における ARC の有効性を実証した.
- 合成中に優れたステレオ化学制御を達成しました.
結論:
- アニオンリレー化学 (ARC) は,複雑な分子合成のための強力で効果的な多成分結合戦術です.
- ARCは (-) マンデラリドAのような貴重な海洋産物へのアクセスに迅速で拡張可能な経路を提供します.
- 合成戦略は,ARCが精密に多様な分子断片を生成する可能性を強調しています.
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