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Organolithium reagents are often too unstable to use due to being highly reactive. This limits their application in organic synthesis. In this presentation, "Flash Chemistry Makes Impossible Organolithium Chemistry Possible", Prof. Aiichiro Nagaki of Kyoto University discusses an approach to various synthetic reactions mediated by organolithium reagents based on flash chemistry, especially utilizing space-integration of flow reactions.
Summarization of two types of space-reaction-integration will be of particular focus. Linear integration allows the subsequent generation of short-lived intermediates. Thus, the sequential introduction of substituents onto arenes has been achieved to synthesize highly functionalized compounds. In convergent integration, several different short-lived intermediates can be also generated separately and combined to create a target molecule. Only convergent integration can allow such a complicated reaction system to be used because the short-lived intermediates have different lifetimes. Therefore, space integration involving several short-lived organolithium species enables multi-step synthesis and enhances the power and speed of chemical synthesis. Moreover, transformations that cannot be performed in conventional batch reactors can be achieved in flow microreactors, enabling straightforward synthesis.
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Professor Aiichiro Nagaki
Kyoto University
Aiichiro Nagaki received his doctor’s degree from Kyoto University in 2005 under the supervision of Prof. Jun-ichi Yoshida. He then joined the Prof. Hiroaki Suga group at Tokyo University as a postdoctoral fellow. In 2006, he returned to Kyoto University as an assistant professor and then was promoted to an associate professor in 2018. In the meantime, he was a visiting researchers at the University of Bari (Prof. Florio) in 2011, Industrial Technology Center of Wakayama Prefecture during 2012–2013, and the University of Bristol (Prof. Aggarwal) in 2013. His research interests include organic chemistry, polymer chemistry and electrochemistry using flow microreactors.