Peng Yu, Cui Li, Zhang Guozhu, Zhang Liming
Department of Chemistry/216, University of Nevada, Reno, 1664 North Virginia Street, Reno, Nevada 89557, USA.
J Am Chem Soc. 2009 Apr 15;131(14):5062-3. doi: 10.1021/ja901048w.
A novel Au-catalyzed homogeneous oxidative C-O bond-forming reaction involving a Au(I)/Au(III) catalytic cycle is developed. Mechanistic studies reveal the involvement of a unique intramolecular carboxy migration. From readily available propargylic benzoates, this chemistry allows efficient access to captodative alkenes and dienones, demonstrating the synthetic potential of incorporating Au(I)/Au(III) catalytic cycles into contemporary Au chemistry. The unique reactivity and the mechanistic insights would help open a new research area in gold catalysis.
开发了一种涉及Au(I)/Au(III)催化循环的新型金催化均相氧化C-O键形成反应。机理研究揭示了独特的分子内羧基迁移的参与。从容易获得的炔丙基苯甲酸酯出发,这种化学方法能够高效合成两性离子型烯烃和二烯酮,证明了将Au(I)/Au(III)催化循环引入当代金化学中的合成潜力。这种独特的反应性和机理见解将有助于开辟金催化的一个新研究领域。