title: Cleavage of carbon-carbon bonds through the mild release of trifluoroacetate: generation of α,α-difluoroenolates for aldol reactions.
abstract: The selective cleavage of carbon-carbon bonds is a significant challenge in synthetic chemistry, yet this strategy can be a powerful way to generate reactive intermediates. We have discovered that, through the facile release of trifluoroacetate which occurs by C-C bond scission, difluoroenolates can be generated under very mild reaction conditions. Unlike existing reactions, this method is not limited to a small group of fluorinated building blocks. We have applied this process to the aldol reaction to install difluoromethylene groups.
authors: Department of Medicinal Chemistry and Molecular Pharmacology, Purdue University, West Lafayette, Indiana 47907, United States.
authors: Changho
authors: C
authors: Han
authors: Eun Hoo
authors: EH
authors: Kim
authors: David A
authors: DA
authors: Colby
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D014269:Trifluoroacetic Acid / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D002244:Carbon; C116609:3-hydroxybutanal; D014269:Trifluoroacetic Acid