A Library of chiral Ligands 5, obtained with a modular building block strategy from the coupling of sulfonyl chlorides la-e, amines 2f-j and aldehydes 4p-t, was screened in the enantioselective, copper-catalysed conjugate addition of Et2Zn to aromatic and heteroaromatic nitroolefins 6a-e. A multisubstrate high-throughput screening was realised by performing the addition reactions on an equimolar mixture of substrates 6c-d. Good Ligands for the addition reaction to nitroolefins 6a-e (ee's up to 58%) were identified.

Optimization of new chiral ligands for the copper-catalysed enantioselective conjugate addition of Et2Zn to nitroolefins by high-throughput screening of a parallel library / S. Ongeri, U. Piarulli, R. Jackson, C.M.A. Gennari. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - :4(2001), pp. 803-807. [10.1002/1099-0690(200102)2001:4<803::AID-EJOC803>3.0.CO;2-U]

Optimization of new chiral ligands for the copper-catalysed enantioselective conjugate addition of Et2Zn to nitroolefins by high-throughput screening of a parallel library

C.M.A. Gennari
Ultimo
2001

Abstract

A Library of chiral Ligands 5, obtained with a modular building block strategy from the coupling of sulfonyl chlorides la-e, amines 2f-j and aldehydes 4p-t, was screened in the enantioselective, copper-catalysed conjugate addition of Et2Zn to aromatic and heteroaromatic nitroolefins 6a-e. A multisubstrate high-throughput screening was realised by performing the addition reactions on an equimolar mixture of substrates 6c-d. Good Ligands for the addition reaction to nitroolefins 6a-e (ee's up to 58%) were identified.
Asymmetric catalysis; C-C coupling; Combinatorial Chemistry; Michael additions; Zinc
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/175900
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