Nickel catalyzed regio- and stereoselective arylation and methylation of allenamides via coupling reactions. An experimental and computational study. Liu, Y., Cerveri, A., De Nisi, A., Monari, M., Nieto Faza, O., Lopez, C., & Bandini, M. Organic Chemistry Frontiers, 5(22):3231-3239, 2018.
doi  abstract   bibtex   
The nickel catalyzed regio- and stereoselective condensation of boronic acids to allenamides is documented as a novel synthetic route to stereochemically defined tri-substituted enamides. The protocol has been implemented into a three-component variant intercepting the in situ formed allyl-Ni intermediate with a range of aldehydes. Additionally, evidence for the effective extension of this methodology to Me2Zn is documented. Full rationale on the mechanism as well as its stereochemical outcome is provided by a synergistic experimental/computational approach. © the Partner Organisations.
@ARTICLE{Liu20183231,
author={Liu, Y. and Cerveri, A. and De Nisi, A. and Monari, M. and Nieto Faza, O. and Lopez, C.S. and Bandini, M.},
title={Nickel catalyzed regio- and stereoselective arylation and methylation of allenamides via coupling reactions. An experimental and computational study},
journal={Organic Chemistry Frontiers},
year={2018},
volume={5},
number={22},
pages={3231-3239},
doi={10.1039/c8qo00729b},
abstract={The nickel catalyzed regio- and stereoselective condensation of boronic acids to allenamides is documented as a novel synthetic route to stereochemically defined tri-substituted enamides. The protocol has been implemented into a three-component variant intercepting the in situ formed allyl-Ni intermediate with a range of aldehydes. Additionally, evidence for the effective extension of this methodology to Me2Zn is documented. Full rationale on the mechanism as well as its stereochemical outcome is provided by a synergistic experimental/computational approach. © the Partner Organisations.},
}

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