Scandium Triflate in Organic Synthesis

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)3 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.

Uranyl(VI) Triflate as Catalyst for the Meerwein–Ponndorf–Verley Reaction

“…As the most reactive (pre)­catalyst, we focused on 1 in the following by considering a lower loading (2.3 mol %) (Table , entry 4). The superior activity of 1 is in agreement with previous studies which pointed out that the high Lewis acidity of metal triflates in a number of organic transformations enhances the reactivity of substrates through electrophilic activation. , …”

A New Protocol for a Regioselective Aldol Condensation as an Alternative Convenient Synthesis of β-Ketols and α,β-Unsaturated Ketones

“…GC-MS analysis of the obtained product showed the presence of 1-phenyl-1-hydroxybutan-3-one and of 1-phenyl-1-buten-3-one 7 at a ratio of 2:1. The above compounds were identified by their mass spectra, which were consistent with the literature. , …”

Recent Advances in Scandium(III) Triflate Catalysis: A Review

“…The compounds 94 a-f observed 1 H and 13 C NMR spectra were in good accord with the information that had previously been reported. [86]…”