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Synlett 2000; 2000(1): 80-82
DOI: 10.1055/s-2000-6436
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Homogeneous Debenzylation Using Extremely Active Catalysts: Tris(triflyl)methane, Scandium(III) Tris(triflyl)methide, and Copper(II) Tris(triflyl)methide

Kazuaki Ishihara* , Yukihiro Hiraiwa, Hisashi Yamamoto
  • *Research Center for Advanced Waste and Emission Management, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8603, Japan; Fax +81-52-7 89-32 22; E-mail: j45988a@nucc.cc.nagoya-u.ac.jp
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Publication Date:
31 December 2000 (online)

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Highly active homogeneous catalysis for debenzylation of benzyl esters, benzyl ethers, and N-benzylamides has been developed: water-tolerant and extremely strong acids such as tris(triflyl)methane and scandium(III) tris(triflyl)methide catalytically promote the debenzylation in the presence of excess anisole. Copper(II) tris(triflyl)methide is also effective for the debenzylation of N-benzylamides.

Brønsted acids - debenzylation - homogeneous catalysis - Lewis acids - scandium