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A shift in retrosynthetic paradigm
Authors:Marek Ilan
Institution:Mallat Family Laboratory of Organic Chemistry, Schulich Faculty of Chemistry, Technion-Israel Institute of Technology, Haifa, Israel. chilanm@tx.technion.ac.il
Abstract:The current state-of-the-art synthesis for the formation of enantiomerically enriched all-carbon quaternary stereocenters in acyclic system relies on the formation of a single carbon-carbon bond per chemical step by asymmetric catalysis. These extraordinary sophisticated methods were logically classified among the most powerful and innovative ones. In this concept article, we are proposing a new retrosynthetic paradigm to solve differently such challenging problems. These new synthetic pathways lead to the diastereo- and enantiomerically pure formation of three new carbon-carbon bonds in acyclic system, in a one-pot reaction, including the formation of all-carbon quaternary stereocenters by using classical reagents and experimental conditions and from common starting materials.
Keywords:allylation  carbometalation  synthetic methods  zinc carbenoids
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