✍ Scribed by Hugues Bienaymé; Nathalie Guicher
No coin nor oath required. For personal study only.
Lewis-acidic enolates, such as dimethylaluminum enolates undergo cis-stereoselective [2+2] cycloadditions with phenylvinylsulfoxide. The method is quite general and gives good yields of synthetically valuable substituted cyclobutanols. The remaining sulfoxide handle can be further manipulated, giving access to diverse chemical functionalities.
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Tandem [4+2]•[3+2] cycloadditions of nitrostyrene and I-phenyl-2-nitropropene with ethyl vinyl ether or 2,3-dihydrofuran are strongly accelerated under high pressure. Mono 14+2] cycloadducts and tandem [4+21/[3+2] cycloadducts were obtained. Furthermore, the in sttu formed mono adduct reacts selecti
High-Pressure Promoted Stereoselective Tandem [4 + 2]/[3 + 2] Cycloadditions of Nitroalkenes and Enol Ethers. -The tandem cycloadditions of the nitroalkenes (I) and (V) with ethyl vinyl ether are found to be strongly accelerated under high pressure. The reactions proceed regioand stereoselectively.