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Optimization of new chiral ligands for the copper-catalysed enantioselective conjugate addition of ET2Zn to nitroolefins by high-throughput screening of a parallel library

Lookup NU author(s): Professor Richard Jackson

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Abstract

A library of chiral ligands 5, obtained with a modular building block strategy from the coupling of sulfonyl chlorides 1a-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.

Publication metadata

Author(s): Ongeri S, Piarulli U, Jackson RFW, Gennari C

Publication type: Article

Publication status: Published

Journal: European Journal of Organic Chemistry

Year: 2001

Issue: 4

Pages: 803-807

ISSN (print): 1434-193X

ISSN (electronic): 1099-0690

Publisher: Wiley - VCH Verlag GmbH & Co

URL: http://dx.doi.org/10.1002/1099-0690(200102)2001:4<803::AID-EJOC803>3.0.CO;2-U

DOI: 10.1002/1099-0690(200102)2001:4<803::AID-EJOC803>3.0.CO;2-U

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