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Cover Picture: Oxidative N‐Heterocyclic Carbene Catalyzed Dearomatization of Indoles to Spirocyclic Indolenines with a Quaternary Carbon Stereocenter (Angew. Chem. Int. Ed. 26/2017)
Author(s) -
Bera Srikrishna,
Daniliuc Constantin G.,
Studer Armido
Publication year - 2017
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.201704766
Subject(s) - stereocenter , nucleophile , chemistry , carbene , intramolecular force , acylation , catalysis , organocatalysis , annulation , enantioselective synthesis , organic chemistry , combinatorial chemistry
The reaction of carbon nucleophiles with acyl azolium intermediates to form ketones is challenging. In their Communication on page 7402 ff., A. Studer et al. demonstrate an efficient strategy for the synthesis of optically active spiroindolenines with an α‐all‐carbon quaternary stereocenter through intramolecular dearomatizing C3‐acylation of indoles by using oxidative carbene catalysis. The spiroindolenines are obtained in excellent yields and with excellent enantioselectivity.