活性化されていないアルケンの触媒的非対称型チオ機能化
Scott E Denmark1, David J P Kornfilt, Thomas Vogler
1Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, Illinois 61801, United States. sdenmark@illinois.edu
Journal of the American Chemical Society
|August 24, 2011
まとめ
この研究は,BINAMベースのフォスフォラミド触媒を使用して,ダブルボンドの新種の触媒的非対称スルフェニル化を導入しています. この方法では,アルケンとスタイレンから,ペンダント機能群を持つ硫フェニル化循環化合物を効率的に生成します.
科学分野:
- 有機化学 オーガニック・ケミストリー
- カタリシス カタリシス カタリシス
- アシンメトリック・シンセシス
背景:
- 二重結合のスルフェニル化は,有機合成における重要な変換である.
- サルフェニル化のための効率的でステレオ選択的な方法の開発は,依然として課題です.
研究 の 目的:
- アルケンとスタイレンを触媒的に非対称にスルフェニル化する.
- この変換のために,BINAMベースのフォスフォラミド触媒を使用します.
主な方法:
- BINAMベースのフォスフォラミド触媒を使用しています.
- 反応のために電性硫黄の源を利用する.
- ペンダントヒドロキシルまたはカルボキシル基によるサイクリングを調査する.
主要な成果:
- 単純なアルケンとスタイレンを触媒的に非対称にスルフェニル化する.
- セルフェニル酸テトラヒドロフーランとテトラヒドロピランを分子内循環で合成する.
- アルコールとカルボキシル酸との分子間チオ機能化が実証されています.
結論:
- 開発された方法は,ステレオ定義の硫化循環化合物への効率的な経路を提供します.
- 触媒システムは汎用性があり,分子内循環と分子間チオ機能化の両方を可能にします.
関連する概念動画
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