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Current Organic Chemistry


ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Organocatalytic Activation of Imines and Related Compounds Through Hydrogen-Bond Interactions

Author(s): Pedro Merino, Ignacio Delso, Tomas Tejero, David Roca-Lopez, Aranzazu Isasi and Rosa Matute

Volume 15, Issue 13, 2011

Page: [2184 - 2209] Pages: 26

DOI: 10.2174/138527211796150660

Price: $65


Activation of imines by hydrogen bonding is a very powerful way of promoting the synthesis of a variety of nitrogencontaining compounds of interest. Such a useful approach typically involves mild reaction conditions, simple experimental operations and metal-free reagents. The present review focuses on the recent development of new organocatalytic methods involving imines and related compounds as substrates in which activation through hydrogen bonding is performed. The different modes of activation are thoroughly illustrated with special emphasis on mechanistic aspects of the reactions and how activation is actually produced.

Keywords: Imines, organocatalysis, hydrogen-bond, bronsted acids, thioureas, phosphoric acids, Knoevenagel condensation, LUMO activation, HOMO activation), chalcogenides, BRONSTED CATALYSIS, SINGLE HYDROGEN-BONDING, peptidomimetics, cinchonine, enantioinduction

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