2-(Trimethylsilyloxy)furan as a dianion equivalent: a two-step synthesis of functionalized spirocyclic butenolides.
[reaction: see text] The use of 2-(trimethylsilyloxy)furan derivatives as dianion equivalents leads to a general and connective spiroannulation protocol for the efficient preparation of spirocyclic butenolides.
A synthesis of γ-trifluoromethyl α,β-unsaturated γ-butyrolactones using CF(3)SiMe(3) as a trifluoromethylating agent.
A general synthesis of γ-trifluoromethyl α,β-unsaturated γ-butyrolactones is described. The fluoride-catalyzed nucleophilic addition of a trifluoromethyl (CF3) group generated from (trifluoromethyl)trimethylsilane (CF3SiMe3, Ruppert-Prakash reagent) to a masked maleic anhydride 1 (cyclopentadiene-maleic anhydride adduct) provides the corresponding adducts 2 with high stereoselectivity. The γ-trifluoromethyl α,β-unsaturated γ-butyrolactones 4 were obtained after treatment of the adducts 2 with Grignard reagents, followed by flash-vacuum pyrolysis.
Time and Heritage
As a historian studying what can be considered a form of intellectual history, I have slowly come to adopt Michel de Certeau’s observation made at the end of the 1980s that ‘objectifying the past, for the last three centuries, has undoubtedly left unconsidered time within a discipline that has continued to use it as a taxonomic instrument’. To a certain degree, time has become commonplace for the historian who has preserved or instrumentalized it. It is not considered because it is inconceivable, but because we do not think of it or, more simply, we do not think about it. As a historian attempting to pay attention to the time I’m living in, I have thus, like many others, noticed the swift development of the category of the present until it has become obvious that the present is omnipresent. This is what I refer to here as ‘presentism’.