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Preparation Of Trifluoromethyl Lactol Derivatives Via Base Initiated Cyclobutanol Ring Opening To A Laterally Lithiated Trifluoromethyl Ketone, Daniel Becker, Daniel L. Flynn
Preparation Of Trifluoromethyl Lactol Derivatives Via Base Initiated Cyclobutanol Ring Opening To A Laterally Lithiated Trifluoromethyl Ketone, Daniel Becker, Daniel L. Flynn
Chemistry: Faculty Publications and Other Works
Benzocyclobutenone derivatives 4 are converted to the corresponding trifluoromethylcyclobutanols 5 by treatment with trifluoromethyltrimethylsilane in the presence of tetra-n-butylammonium fluoride. These trifluoromethylcyclobutanol derivatives are then treated with LiTMP in the presence of aromatic aldehydes to afford trifluoromethyllactols 6 via a laterally-lithiated trifluoromethylketone intermediate.