Synthesis of 2-Alkyl- and Aryl-3-ethoxycarbonyl-2,5-dihydrofurans through Gold-Catalyzed Intramolecular Hydroalkoxylation
Dahan Eom, Dongjin Kang and Phil Ho Lee*
*Department of Chemistry, Institute for Molecular Science and Fusion Technology, Kangwon National University, Chuncheon 200-701, Republic of Korea, Email: phleekangwon.ac.kr
D. Eom, D. Kang, P. H. Lee, J. Org. Chem., 2010, 75, 7447-7450.
DOI: 10.1021/jo101474s (free Supporting Information)
see article for more reactions
Intramolecular hydroalkoxylation of a wide range of functionalized hydroxyallenic esters in the presence catalytic amounts of Ph3PAuCl and AgOTf in CH2Cl2 at 25 °C for 1 h produced selectively 2-alkyl- and aryl-3-ethoxycarbonyl-2,5-dihydrofurans in good to excellent yield by a 5-endo mode.
see article for more examples
S. Kim, P. H. Lee, J. Org. Chem., 2012, 77, 215-220.