Rhodium-catalysed alkoxylation/acetalization of diazo compounds: One-step synthesis of highly functionalised quaternary carbon centres

Jola Pospech, Alastair J.J. Lennox, Matthias Beller

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

An intermolecular tandem reaction for the rapid build-up of densely functionalised α-alkoxy-β-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).

Original languageEnglish
Pages (from-to)14505-14508
Number of pages4
JournalChemical Communications
Volume51
Issue number77
DOIs
StatePublished - 11 Aug 2015
Externally publishedYes

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