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Perchloric Acid Catalyzed Homogeneous and Heterogeneous Addition of β-Dicarbonyl Compounds to Alcohols and Alkenes and Investigation of the Mechanism

Pei Nian Liu*, Li Dang, Qing Wei Wang, Shu Lei Zhao, Fei Xia, Yu Jie Ren, Xue Qing Gong and Jun Qin Chen

*Key Lab for Advanced Materials and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. China, Email: liupnecust.edu.cn

P. N. Liu, L. Dang, Q. W. Wang, S. L. Zhao, F. Xia, Y. J. Ren, X. Q. Gong, J. Q. Chen, J. Org. Chem., 2010, 75, 5019-5020.

DOI: 10.1021/jo100517k (free Supporting Information)



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Abstract

Perchloric acid-catalyzed additions of various β-dicarbonyl compounds to a series of secondary alcohols and alkenes could be conveniently conducted in commercial solvent and gave good yields. Moreover, silica gel-supported HClO4 could also catalyze the heterogeneous addition for a series of substrates with similar or even higher yields. The supported catalyst could be readily recovered and reused for four runs.

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Key Words

benzylation, allylation, alkylation


ID: J42-Y2010-2060