Palladium(II)-Catalyzed Intramolecular Diamination of Alkynes under Aerobic Oxidative Conditions: Catalytic Turnover of an Iodide Ion

Activated: The title reaction proceeds efficiently with 1 mol % of palladium and gives tetrahydroquinolines in excellent enantioselectivities (see scheme). The enantiodiscriminating concerted metalation-deprotonation step occurs via a rare seven-membered palladacycle. The cyclopropyl-substituted tetrahydroquinolines can be regioselectively and enantiospecifically reduced to chiral tetrahydrobenzoazepines. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Published in:
Angewandte Chemie International Edition, 51, 21, 5170-5174
Year:
2012
Publisher:
Wiley-Blackwell
ISSN:
1433-7851
Keywords:
Laboratories:




 Record created 2012-05-24, last modified 2018-09-13


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