Lanthanum trifluoromethanesulfonate is used in the Aldol reaction of silyl enol ethers with aldehydes. It is an effective catalyst for the Baylis-Hillman reaction. It also catalyzes Michael additions to methyl vinyl ketone in water.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Lanthanum trifluoromethanesulfonate is used in the Aldol reaction of silyl enol ethers with aldehydes. It is an effective catalyst for the Baylis-Hillman reaction. It also catalyzes Michael additions to methyl vinyl ketone in water.
Solubility
Soluble in water.
Notes
Keep the container tightly sealed. Store in a cool, dry conditions in well sealed containers. Incompatible with bases. It is hygroscopic in nature. Store under dry inert gas.
RUO – Research Use Only
Lin-Ping Zhang.; Miao Du.; Wen-Jie Lu.; Thomas C.W. Mak. Porous coordination networks generated from lanthanum trifluoromethanesulfonate and single/mixed N-oxide spacer linkers. Polyhedron. 2004, 23 (5), 857-863.
Cristina Mas.; Ana Mantecón.; Angels Serra.; Xavier Ramis.; Josep Maria Salla. Influence of lanthanide triflate compounds on formation of networks from DGEBA and γ-butyrolactone. Journal of Polymer Science Part A: Polymer Chemistry. 2004, 42 (15), 3782-3791.
Effective catalyst for the Baylis-Hillman reaction, using 1,4-Diazabicyclo[2.2.2]octane, A14003, increasing the rate up to 40-fold: J. Org. Chem., 63, 7183 (1998). Catalyzes Michael additions to methyl vinyl ketone in water: J. Org. Chem., 71, 352 (2006). The uses of rare-earth metal triflates in organic synthesis have been reviewed by S. Kobayashi: Synlett, 689 (1994); Chem. Rev., 102, 2227 (2002).