Titanium(IV) chloride-mediated ring cleavage and Michael addition of 3,3-dialkylcyclobutanones and 3-[(trimethylsilyl)methyl]-cyclobutanones.
β'-Chloro and β',γ'-unsaturated trichlorotitanium enolates, which were formed in situ by titanium(IV) chloride-mediated ring cleavage of 3,3-dialkylcyclobutanones and 3-[(trimethylsilyl)methyl]cyclobutanones, reacted with enones to give Michael adducts with keeping a labile β'-chloro or β',γ'-unsaturated group.
School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Japan.
Ryosuke
R
Okuno
Jun-ichi
J
Matsuo
Hiroyuki
H
Ishibashi
D002074:Butanones / Q000737:chemistry*; D002712:Chlorides / Q000737:chemistry*; D003500:Cyclization; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D014025:Titanium / Q000737:chemistry*; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
D002074:Butanones; D002712:Chlorides; D007659:Ketones; D014297:Trimethylsilyl Compounds; D014025:Titanium