An intermolecular tandem reaction for the rapid build-up of densely functionalised $-alkoxy-$-oxo-esters has been developed. This novel process applies the easy to handle trimethyl orthoformate as a C1-building block in the rhodium(ii)-catalysed alkoxylation/acetalization of donor-acceptor substituted diazo compounds. The concomitant C-O/C-C bond formation reaction gives products with unique quaternary carbon centers, substituted by groups of different oxidation level (ester, protected aldehyde and alkoxide).
Pospech, J., Lennox, A. J. J., & Beller, M. (2015). Rhodium-catalysed alkoxylation/acetalization of diazo compounds: One-step synthesis of highly functionalised quaternary carbon centres. Chemical Communications, 51(77), 1359-7345. https://doi.org/10.1039/c5cc03903g