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Optimization of New Chiral Ligands for the Copper‐Catalysed Enantioselective Conjugate Addition of Et 2 Zn to Nitroolefins by High‐Throughput Screening of a Parallel Library
Author(s) -
Ongeri Sandrine,
Piarulli Umberto,
Jackson Richard F. W.,
Gennari Cesare
Publication year - 2001
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200102)2001:4<803::aid-ejoc803>3.0.co;2-u
Subject(s) - enantioselective synthesis , chemistry , conjugate , copper , combinatorial chemistry , high throughput screening , ligand (biochemistry) , organic chemistry , catalysis , receptor , mathematical analysis , biochemistry , mathematics
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 Et 2 Zn 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.