430595
Ytterbium(III) trifluoromethanesulfonate
99.99%
Synonym(s):
Yb(OTf)3, Trifluoromethanesulfonic acid ytterbium(III) salt, Yb(TFA)3, Ytterbium(III) triflate
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About This Item
Linear Formula:
(CF3SO3)3Yb
CAS Number:
Molecular Weight:
620.25
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
99.99%
reaction suitability
core: ytterbium
reagent type: catalyst
SMILES string
FC(F)(F)S(=O)(=O)O[Yb](OS(=O)(=O)C(F)(F)F)OS(=O)(=O)C(F)(F)F
InChI
1S/3CHF3O3S.Yb/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3
InChI key
AHZJKOKFZJYCLG-UHFFFAOYSA-K
Related Categories
Application
A water-tolerant Lewis acid catalyst recently used in one-pot syntheses of β-lactams, and in stereocontrolled radical and nucleophilic addition reactions. Catalyzes the synthesis of deoxypenostatin A in a novel, stereoselective, intramolecular Diels-Alder reaction.
Lewis acid catalyst used with a silylated chinchona alkaloid in an asymmetric synthesis of substituted β-lactams from an acid chloride and aryl imine. Also used to catalyze an aldehyde-ene reaction in a synthesis of the guaiane skeleton.
An important Lewis acid catalyst for a variety of synthetic reactions, including allylborations.
Lewis acid catalyst used with a silylated chinchona alkaloid in an asymmetric synthesis of substituted β-lactams from an acid chloride and aryl imine. Also used to catalyze an aldehyde-ene reaction in a synthesis of the guaiane skeleton.
An important Lewis acid catalyst for a variety of synthetic reactions, including allylborations.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Kobayashi, S.
Transition Metals for Organic Synthesis, 1, 285-285 (1998)
Tetrahedron Asymmetry, 7, 1457-1457 (1996)
Yb(OTf)(3)-Catalyzed One-Pot Synthesis of beta-Lactams from Silyl Ketene Thioacetals by a Two- or a Three-Component Reaction.
Rita Annunziata et al.
The Journal of organic chemistry, 61(23), 8293-8296 (1996-11-15)
Aldrichimica Acta, 28, 77-77 (1995)
Jason W J Kennedy et al.
The Journal of organic chemistry, 69(13), 4412-4428 (2004-06-19)
A full account of the development of the first catalytic manifold for the additions of allylboronates to aldehydes is described. The thermal additions (both diastereospecific and enantioselective) of 2-carboxyester 3,3-disubstituted allylboronates 1 to both aromatic and aliphatic aldehydes give biologically
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