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1-(Trimethylsiloxy)cyclohexene is used as intermediate to complex compounds, including natural products. It is also used as a pharmaceutical intermediate.
Yea Shun Cheng.; Eugene Ho.; Patrick S. Mariano.; Herman L. Ammon. Mechanistic aspects of the boron trifluoride catalyzed, intermolecular Diels-Alder cycloaddition of an unactivated 2-aza 1,3-diene with electron-donating-substituted dienophiles. J. Org. Chem. 1985, 50 (26), 5678-5686.
Keiji Tanino.; Tadashi Shimizu.; Motoki Miyama.; Isao Kuwajima. A Novel [5+2] Cycloaddition Reaction Using a Dicobalt Acetylene Complex. J. Am. Chem. Soc. 2002, 122 (25), 6116-6117.
Silyl enol ethers undergo crossed aldol condensations with aldehydes and ketones: J. Am. Chem. Soc., 96, 7503 (1974); for tabulated results, see: Org. Synth. Coll., 8, 323 (1993):
Condensation with aldehydes is also promoted by F-, particularly TBAF: J. Org. Chem., 48, 932 (1983).
The Lewis acid-catalyzed condensation with nitroalkenes leads to 1,4-diketones: J. Am. Chem. Soc., 98, 4679 (1976); Org. Synth. Coll, 7, 414 (1990).
For reviews of the chemistry of silyl enol ethers, see: Synthesis, 91 (1977); 85 (1983).
Hazard Statements: H226
Flammable liquid and vapour.
Precautionary Statements: P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378q-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant