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カルシトリンの総合合成
Ming Yang1, Fangjie Yin1, Haruka Fujino1
1Department of Chemistry , University of Chicago , 5735 South Ellis Avenue , Chicago , Illinois 60637 , United States.
Journal of the American Chemical Society
|March 1, 2019
まとめ
研究者らは 黄色の色素であるカルシトリンの 完全合成を初めて達成しました これには新しい合成戦略が含まれており 自然の形態が明確になり 自然製品の化学が進歩しました
科学分野:
- 有機化学
- 自然製品合成
- 薬剤化学
背景:
- カルシトリンは,カルシポラス・パイペラタス菌に含まれる黄色い色素である.
- 独特のプルヴィン酸二元構造は 合成の難題です
- 以前の特徴は,自由酸であると特定されましたが,この研究はそうではありません.
研究 の 目的:
- カルシトリンの最初の完全合成を 達成するために
- 複合的な多循環核の 効率的な合成経路を探求する
- カルシトリンの 正確な天然形態を 明らかにするために
主な方法:
- 商用原料から17段階の線形合成
- 原子核の構成には金で触媒化されたコニウム反応が利用された.
- ポリサイクリックコア形成のためのN-ヘテロサイクリックカルベン媒介のアシロイン添加物.
- 後期段階のダブル・スティルカップリングでサイドチェーンを導入した.
主要な成果:
- カルシトリンの完全合成が成功
- 核の構築におけるゴールド (I) とN-ヘテロサイクリックカルベンの触媒の有効性を実証した.
- ステリック障害による代替合成設計の課題を特定した.
- 原始的に特徴づけられた物質は カーボキシラート塩であり 自由酸ではないことが明らかになりました
結論:
- カルシトリンの最初の完全な合成が達成されました.
- この研究は,複雑な分子合成のための特定の触媒反応の有用性を強調しています.
- カルシトリンの自然形態の理解を修正し,将来の研究と特徴付けに影響を与えました.
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