シリコン誘発カルボニラティブカルボトリサイクリングと,ロジウム複合体によって触媒化されたエネダインの [2+2+2+1]サイクロアディション
Bibia Bennacer1, Masaki Fujiwara, Seung-Yub Lee
1Department of Chemistry, State University of New York at Stony Brook, Stony Brook, New York 11794-3400, USA.
Journal of the American Chemical Society
|December 15, 2005
まとめ
研究者らは,エネダインから溶融した5-7-5三環化合物を合成するための2つの新しい反応を開発した. これらのシリコン発起のカスケードカルボニラティブカルボトリサイクリング (CO-SiCaT) と分子内サイクロアディションプロセスは,複雑なポリサイクリック分子への効率的な経路を提供します.
科学分野:
- 有機化学 オーガニック・ケミストリー
- 合成化学 合成化学とは
- カタリシス カタリシス カタリシス
背景:
- エネダイネ化合物は,有機合成における汎用的な前駆体である.
- 複雑なポリサイクル構造を建設するための効率的な方法の開発は,依然として重要な課題です.
研究 の 目的:
- 溶融した5-7-5三環化合物の新合成経路を導入する.
- シリコン発起のカスケードカルボニラティブカルボトリサイクリング (CO-SiCaT) と分子内サイクロアディション反応を調査する.
主な方法:
- ドデック-11-エネ-1,6-ダイヌのロジウム触媒反応は,ヒドロシランとCOと反応する.
- エネダインとダイナルの分子内 [2+2+2+1] サイクロアディションとCO.
主要な成果:
- 溶融した5-7-5三環化合物 (5-オクソ-1,3a,4,5,7,9-ヘキサヒドロ-3H-cyclopenta[e]azulenes) の優れた収穫量は,CO-SiCaTプロセスを通して達成されました.
- 分子内 [2+2+2+1] サイクロアディションは,また,5-7-5 溶融三循環産物を成功裏に生成しました.
- これらの反応は,アンデカ-5,10-ダイン-1-アルのトリサイクリングに適用され,ラクトンの7つの構成要素を持つ製品が得られました.
結論:
- 線形前駆体から複合的な5-7-5融合三循環系を合成するための2つの異なる効率的な経路が発見されました.
- これらの反応により,ポリサイクリック化合物の急速な生成が可能になり,天然および非天然の製品合成のための革新的な経路を提供します.
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