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Author(s): Kobayashi S
Title: Scandium triflate in organic synthesis
Source: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (1): 15-27
Date: 1999 JAN
Document Type: Journal : Review
DOI:
Language: English
Comment:
Address: Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan.
Reprint: Kobayashi, S, Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo
1130033, Japan. E-mail: skobayas@mol.f.u-tokyo.ac.jp
Author Keywords:
KeyWords Plus:
Abstract: Sc(OTf)(3) is a new type of a Lewis acid that is different from typical Lewis acids such as AlCl3, BF3, SnCl4, etc. While most Lewis acids are decomposed or deactivated in the presence of water, Sc(OTf), is stable and works as a Lewis acid in water solutions. Many nitrogen-containing compounds such as imines and hydrazones are also successfully activated by using a small amount of Sc(OTf)(3) in both organic and aqueous solvents. In addition, Sc(OTf)(3) can be recovered after reactions are completed and can be reused. While lanthanide triflates [Ln(OTf)(3)] have similar properties, the catalytic activity of Sc(OTf)(3) is higher than that of Ln(OTf)(3) in several cases.
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