Synthesis of Complex Druglike Molecules by the Use of Highly Functionalized Bench-Stable Organozinc Reagents

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• 作者：Thomas J. Greshock ; Keith P. Moore ; Ray T. McClain ; Ana Bellomo ; Cheol K. Chung ; Spencer D. Dreher ; Peter S. Kutchukian ; Zhengwei Peng ; Ian W. Davies ; Petr Vachal ; Mario Ellwart ; Sophia M. Manolikakes ; Prof. Dr. Paul Knochel and Philippe G. Nantermet
• 刊名：Angewandte Chemie International Edition
• 出版年：2016
• 出版时间：October 24, 2016
• 年：2016
• 卷：55
• 期：44
• 页码：13714-13718
• 全文大小：3111K
• ISSN：1521-3773

文摘

The reactivity of a representative set of 17 organozinc 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.