Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 44, Pages 13714-13718Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201604652
Keywords
druglike molecules; high-throughput screening; late-stage functionalization; medicinal chemistry; organozinc reagents
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The reactivity of a representative set of 17 organo-zinc pivalates with 18 polyfunctional druglike electrophiles (informers) in Negishi cross-coupling reactions was evaluated by high-throughput experimentation protocols. The high-fidelity scaleup of successful reactions in parallel enabled the isolation of sufficient material for biological testing, thus demonstrating the high value of these new solid zinc reagents in a drug-discovery setting and potentially for many other applications in chemistry. Principal component analysis (PCA) clearly defined the independent roles of the zincates and the informers toward druggable-space coverage.
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