Direct Carbon-Carbon Bond Formation via Soft Enolization: A Facile and Efficient Synthesis of 1,3-Diketones
Daniel Lim, Fang Fang, Guoqiang Zhou and Don M. Coltart*
*Department of Chemistry, Duke University, Durham, North Carolina 27708, Email: don.coltartduke.edu
D. Lim, F. Fang, G. Zhou, D. M. Coltart, Org. Lett., 2007, 9, 4139-4142.
DOI: 10.1021/ol701599v (free Supporting Information)
Ketones undergo soft enolate formation and acylation on treatment with MgBr2ˇOEt2, i-Pr2NEt, and various acylating agents to give 1,3-diketones. A particularly simple and efficient acylation with N-acylbenzotriazoles and O-Pfp esters can be conducted in untreated, reagent-grade CH2Cl2 open to the air.
see article for more examples
G. Zhou, D. Lim, D. M. Coltart, Org. Lett., 2008, 10, 3809-3812.