Copper-Catalyzed Intramolecular Hydroalkoxylation of α-(1-Hydroxy-1-alkyl- and -aryl)methylallenoates by a 5-Endo Mode for Preparation of 2-Alkyl- and 2-Aryl-2,5-dihydrofurans
Sanghyuck Kim and Phil Ho Lee*
*Department of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of Korea, Email: phleekangwon.ac.kr
S. Kim, P. H. Lee, J. Org. Chem., 2012, 77, 215-220.
DOI: 10.1021/jo2018125 (free Supporting Information)
Ethyl α-(1-hydroxy-1-alkyl)methylallenoates and α-(1-hydroxy-1-aryl)methylallenoates undergo an efficient and selective copper-catalyzed intramolecular hydroalkoxylation to give functionalized 3-ethoxycarbonyl-2-alkyl- and -aryl-2,5-dihydrofurans in good to excellent yields through a 5-endo mode.
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D. Eom, D. Kang, P. H. Lee, J. Org. Chem., 2010, 75, 7447-7450.