金触媒を用いた芳香環形成反応の開発
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概要
- 論文の詳細を見る
Gold-catalyzed formal [4+2] benzannulation between enynal or enynone units, including <I>ortho</I>-alkynyl (oxo) benzenes, and 2π-systems, such as alkynes and carbonyl compounds (enol forms), produces aromatic ketones in good to high yields. By simply changing the catalyst from gold to copper-Bronsted acid system, decarbonylated aromatic compounds can be prepared in the reactions using alkynes as the 2π-system. An efficient synthetic approach to angucyclinone antibiotics, (+) -ochromycinone and (+) -rubiginone B<SUB>2</SUB>, is developed by applying the present benzannulation to an intramolecular version. The reaction proceeds most probably through the formation of the benzo [<I>c</I>] pyrylium ate complex via the intramolecular nucleophilic addition of the carbonyl oxygen atom to the alkyne part of enynal or enynone units, which is induced by carbophilic gold catalyst.
- 社団法人 有機合成化学協会の論文
- 2007-09-01