An article Highly Enantioselective Ring-Opening of meso-Epoxides with O- and N-Nucleophiles Catalyzed by a Chiral Sc(III)/bipyridine Complex WOS:000613421500001 published article about SCANDIUM TRIFLATE; EFFICIENT in [Malatinec, Stefan; Bednarova, Eva; Tanaka, Hiroki; Kotora, Martin] Charles Univ Prague, Fac Sci, Dept Organ Chem, Chem, Albertov 6, Prague 12843 2, Czech Republic; [Tanaka, Hiroki] Okayama Univ, Res Inst Interdisciplinary Sci, Kita Ku, 3-1-1 Tsushimanaka, Okayama 7008530, Japan in 2021, Cited 52. The Name is (4-Methoxyphenyl)methanol. Through research, I have a further understanding and discovery of 105-13-5. Category: alcohols-buliding-blocks
The ring-opening of epoxides is a synthetically significant process widely applied in all kinds of chemistry. Herein, we report the catalytic and highly enantioselective variant of this reaction exploiting our recent endeavors to design and synthesize chiral bipyridine type ligands. A Sc-complex with a newly developed bipyridine ligand exhibited high reactivity and stereocontrol in the desymmetrization of meso-epoxides with various alcohols. The respective enantiomerically enriched 1,2-alkoxyalcohols were obtained with e.r. values of up to 99.5:0.5 for various alcohols regardless of their nature (benzyl, alkyl, cycloalkyl, allyl, propargyl, etc.). We attempted ring-opening of meso-epoxides with anilines as well; however, it proceeded with lower enantioselectivity and was strongly depended on the electronic effect of substituents attached to the aromatic ring.
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Alcohol – Wikipedia,
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