Franziska Bendrath

Synthesis and characterization of bis-cyclopropanated 1,3,5-tricarbonyl compounds. A combined synthetic, spectroscopic and theoretical study

Bis-cyclopropanated 1,3,5-tricarbonyl compounds were prepared by a sequence of Claisen condensations and cyclopropanations. The optimization of the conditions proved to be very important to suppress retro-Claisen reactions. The conformation of these molecules was studied by experimental and computational methods. The syn/syn;syn/syn conformation is present for all derivatives. It is exclusively present in the case of the derivative containing a phenyl group located at the terminal carbon atom. In most cases, equilibria with other conformers are found.

Regioselective Synthesis of 5-(2-Methoxyethyl)biphenyls by Formal [3+3] Cyclocondensations of 1,3-Bis(trimethylsilyloxy)-1,3-butadienes

5-(2-Methoxyethyl)biphenyls have been prepared by regioselective formal [3+3] cyclocondensations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes. Graphical Abstract Regioselective Synthesis of 5-(2-Methoxyethyl)biphenyls by Formal [3+3] Cyclocondensations of 1,3-Bis(trimethylsilyloxy)-1,3-butadienes