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Nickel-Promoted Reductive Cyclization Cascade: A Short Synthesis of a New Aromatic Strigolactone Analogue

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A stereospecific synthesis of the tetrahydro-2 H -indeno[1,2- b ]furan skeleton, which is embedded in bioactive aromatic strigolactones such as GR24, is realized by a nickel-mediated tandem cross-coupling for the… Click to show full abstract

A stereospecific synthesis of the tetrahydro-2 H -indeno[1,2- b ]furan skeleton, which is embedded in bioactive aromatic strigolactones such as GR24, is realized by a nickel-mediated tandem cross-coupling for the first time. The observed cis -stereoselectivity during the intramolecular formation of the Csp 3 –Csp 2 bond is rationalized through conformation analysis and DFT calculations.

Keywords: cascade short; nickel promoted; cyclization cascade; reductive cyclization; promoted reductive; synthesis

Journal Title: Synthesis
Year Published: 2017

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