Cyclic six-membered nitronates 1 are involved in diastereoselective C-C coupling reactions with various nucleophiles in the presence of either catalytic or stoichiometric amounts of TBDMSOTf to give the previously unknown N-siloxytetrahydrooxazines. The intermediacy of N,N-bis(oxy)iminium cations was proven by NMR data.
A credit to donation: A diverse range of electrophilic addition reactions, conventionally carried out using Lewis acid catalysts, have been performed in electrophilic media without acidic reagents. 1,1,1,3,3,3‐Hexafluoro‐2‐propanol (HFIP) acts as an efficient hydrogen‐bond donor and highly polar solvent for a wide range of substrates in reactions with Si‐capped π donors.
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