Synthesis of Atropisomeric Hydrazides by One‐Pot Sequential Enantio‐ and Diastereoselective Catalysis

Abstract: The first catalytic enantioselective and diastereoselective synthesis of atropisomeric hydrazides was achieved using a sequential catalysis protocol. This strategy is based on a one‐pot sequence of two organocatalytic cycles featuring the enamine amination of branched aldehydes followed by nitrogen alkylation under phase‐transfer conditions. The resulting axially chiral hydrazides were obtained directly from commercially available reagents in high yields and with good stereocontrol. The permutation of organocatalysts allowed easy access to all stereoisomers, enabling a stereodivergent approach to enantioenriched atropisomeric hydrazides.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Synthesis of Atropisomeric Hydrazides by One‐Pot Sequential Enantio‐ and Diastereoselective Catalysis ; day:12 ; month:09 ; year:2022 ; extent:1
Angewandte Chemie / International edition. International edition ; (12.09.2022) (gesamt 1)

Creator
Portolani, Chiara
Centonze, Giovanni
Luciani, Sara
Pellegrini, Andrea
Righi, Paolo
Mazzanti, Andrea
Ciogli, Alessia
Sorato, Andrea
Bencivenni, Giorgio

DOI
10.1002/anie.202209895
URN
urn:nbn:de:101:1-2022091215130750389995
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:24 AM CEST

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Associated

  • Portolani, Chiara
  • Centonze, Giovanni
  • Luciani, Sara
  • Pellegrini, Andrea
  • Righi, Paolo
  • Mazzanti, Andrea
  • Ciogli, Alessia
  • Sorato, Andrea
  • Bencivenni, Giorgio

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