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

Published as part of the Special Topic Advanced Strategies in Synthesis with Nickel

Abstract

A stereospecific synthesis of the tetrahydro-2H-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 Csp³–Csp² bond is rationalized through conformation analysis and DFT calculations.

Key words

nickel - reductive coupling - stereospecific - cascade - synthesis

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