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Nickel/Copper Dual Catalysis for Sequential Nazarov Cyclization/Decarboxylative Aldol Reaction.

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A nickel/copper cocatalyzed sequential Nazarov cyclization/decarboxylative aldol reaction is reported. Various β-hydroxycyclopentenones containing three contiguous stereocenters were prepared in good yields with high diastereoselectivities. A gram-scale reaction and further derivatizations… Click to show full abstract

A nickel/copper cocatalyzed sequential Nazarov cyclization/decarboxylative aldol reaction is reported. Various β-hydroxycyclopentenones containing three contiguous stereocenters were prepared in good yields with high diastereoselectivities. A gram-scale reaction and further derivatizations were easily achieved to highlight the synthetic utility of this transformation. Preliminary attempts for sequential asymmetric transformation were also conducted.

Keywords: decarboxylative aldol; nickel copper; nazarov cyclization; cyclization decarboxylative; sequential nazarov; reaction

Journal Title: Organic letters
Year Published: 2018

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