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Construction of Vicinal Quaternary Carbon Centers via Cobalt-Catalyzed Asymmetric Reverse Prenylation.

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A highly enantioselective cobalt-catalyzed reverse prenylation of β-ketoester with tertiary allylic carbonate to construct vicinal all-carbon quaternary carbon centers has been developed. By using the cobalt/( S, S)Ph-BPE complex generated… Click to show full abstract

A highly enantioselective cobalt-catalyzed reverse prenylation of β-ketoester with tertiary allylic carbonate to construct vicinal all-carbon quaternary carbon centers has been developed. By using the cobalt/( S, S)Ph-BPE complex generated in situ with zinc reduction, excellent branched to linear selectivity (>20:1) and up to 92% ee have been obtained.

Keywords: carbon; cobalt; reverse prenylation; carbon centers; cobalt catalyzed; quaternary carbon

Journal Title: Organic letters
Year Published: 2019

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