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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.
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).
Gefahrenhinweise (EU): H314-H318
Causes severe skin burns and eye damage. Causes serious eye damage.
IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.