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.},
}
Downloads: 0
{"_id":"tQav2m2L8mGSSZFjL","bibbaseid":"liu-cerveri-denisi-monari-nietofaza-lopez-bandini-nickelcatalyzedregioandstereoselectivearylationandmethylationofallenamidesviacouplingreactionsanexperimentalandcomputationalstudy-2018","author_short":["Liu, Y.","Cerveri, A.","De Nisi, A.","Monari, M.","Nieto Faza, O.","Lopez, C.","Bandini, M."],"bibdata":{"bibtype":"article","type":"article","author":[{"propositions":[],"lastnames":["Liu"],"firstnames":["Y."],"suffixes":[]},{"propositions":[],"lastnames":["Cerveri"],"firstnames":["A."],"suffixes":[]},{"propositions":[],"lastnames":["De","Nisi"],"firstnames":["A."],"suffixes":[]},{"propositions":[],"lastnames":["Monari"],"firstnames":["M."],"suffixes":[]},{"propositions":[],"lastnames":["Nieto","Faza"],"firstnames":["O."],"suffixes":[]},{"propositions":[],"lastnames":["Lopez"],"firstnames":["C.S."],"suffixes":[]},{"propositions":[],"lastnames":["Bandini"],"firstnames":["M."],"suffixes":[]}],"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.","bibtex":"@ARTICLE{Liu20183231,\nauthor={Liu, Y. and Cerveri, A. and De Nisi, A. and Monari, M. and Nieto Faza, O. and Lopez, C.S. and Bandini, M.},\ntitle={Nickel catalyzed regio- and stereoselective arylation and methylation of allenamides via coupling reactions. An experimental and computational study},\njournal={Organic Chemistry Frontiers},\nyear={2018},\nvolume={5},\nnumber={22},\npages={3231-3239},\ndoi={10.1039/c8qo00729b},\nabstract={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.},\n}\n\n","author_short":["Liu, Y.","Cerveri, A.","De Nisi, A.","Monari, M.","Nieto Faza, O.","Lopez, C.","Bandini, M."],"key":"Liu20183231","id":"Liu20183231","bibbaseid":"liu-cerveri-denisi-monari-nietofaza-lopez-bandini-nickelcatalyzedregioandstereoselectivearylationandmethylationofallenamidesviacouplingreactionsanexperimentalandcomputationalstudy-2018","role":"author","urls":{},"metadata":{"authorlinks":{}},"downloads":0,"html":""},"bibtype":"article","biburl":"http://csilval.webs.uvigo.es/scopus.bib","dataSources":["ScMRjgBATXPCMSMM8"],"keywords":[],"search_terms":["nickel","catalyzed","regio","stereoselective","arylation","methylation","allenamides","via","coupling","reactions","experimental","computational","study","liu","cerveri","de nisi","monari","nieto faza","lopez","bandini"],"title":"Nickel catalyzed regio- and stereoselective arylation and methylation of allenamides via coupling reactions. An experimental and computational study","year":2018}