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Cover Picture: Aldehyde Umpolung by N‐Heterocyclic Carbenes: NMR Characterization of the Breslow Intermediate in its Keto Form, and a Spiro‐Dioxolane as the Resting State of the Catalytic System (Angew. Chem. Int. Ed. 39/2010)
Author(s) -
Berkessel Albrecht,
Elfert Silvia,
EtzenbachEffers Kerstin,
Teles J. Henrique
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201001705
Subject(s) - umpolung , aldehyde , chemistry , ketone , catalysis , carbene , stereochemistry , organic chemistry , nucleophile
N‐heterocyclic carbenes are prominent organocatalysts for transformations based on aldehyde Umpolung, such as the benzoin condensation. The cover picture shows a triazolylidene carbene and two hitherto unknown adducts formed from this catalyst and the aldehyde substrate. Both the ketone and the dioxolane shown were identified by NMR spectroscopy by A. Berkessel and co‐workers in their Communication on page 7120 ff. (Graphics by Silvia Elfert and Adrian von der Höh.)