Intramolecular Aza-Piancatelli Rearrangement of Alkyl- or Arylamines Promoted by PPh3/Diethyl Azodicarboxylate.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.6b03853
Abstract: A novel method for the construction of 1-azaspirocycles from 5-alkyl-/-arylamine furylcarbinols though intramolecular aza-Piancatelli rearrangement was developed. By using PPh3/diethyl azodicarboxylate instead of a Lewis acid, 1-azaspirocyclic compounds were obtained in good yields and the… read more here.
Keywords: pph3 diethyl; intramolecular aza; piancatelli rearrangement; aza piancatelli ... See more keywords
A chiral cobalt(ii) complex catalyzed enantioselective aza-Piancatelli rearrangement/Diels–Alder cascade reaction†
Sign Up to like & getrecommendations! Published in 2020 at "Chemical Science"
DOI: 10.1039/d0sc00542h
Abstract: A chiral N,N′-dioxide/cobalt(ii) complex catalyzed highly diastereoselective and enantioselective tandem aza-Piancatelli rearrangement/intramolecular Diels–Alder reaction has been disclosed. Various valuable hexahydro-2a,5-epoxycyclopenta[cd]isoindoles bearing six contiguous stereocenters have been obtained in good yields with excellent diastereo- and enantio-selectivities… read more here.
Keywords: diels alder; cobalt complex; piancatelli rearrangement; complex catalyzed ... See more keywords
The Piancatelli rearrangement of non-symmetrical furan-2,5-dicarbinols for the synthesis of highly functionalized cyclopentenones
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DOI: 10.1039/d1qo00268f
Abstract: Piancatelli rearrangement on substituted non-symmetrical furan-2,5-dicarbinols has been developed using an effective combination of microwave activation and Lewis acid catalyst. read more here.
Keywords: non symmetrical; furan dicarbinols; piancatelli rearrangement; rearrangement non ... See more keywords
Quaternary carbon construction through Piancatelli rearrangement: easy access to spirocyclopentenones.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc00050d
Abstract: A new and efficient approach to a series of novel multifunctionalized spirocyclopentenone scaffolds through Piancatelli rearrangement was developed under metal-free conditions. This method has been successfully applied to O-, N- and C-nucleophiles with excellent yields. read more here.
Keywords: construction piancatelli; piancatelli rearrangement; carbon construction; quaternary carbon ... See more keywords