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Greshock, Thomas J.; Moore, Keith P.; McClain, Ray T.; Bellomo, Ana; Chung, Cheol K.; Dreher, Spencer D.; Kutchukian, Peter S.; Peng, Zhengwei; Davies, Ian W.; Vachal, Petr; Ellwart, Mario; Manolikakes, Sophia M.; Knochel, Paul; Nantermet, Philippe G. (2016): Synthesis of Complex Druglike Molecules by the Use of Highly Functionalized Bench-Stable Organozinc Reagents. In: Angewandte Chemie-international Edition, Vol. 55, No. 44: pp. 13714-13718
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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.