Liquid-assisted grinding and ion pairing regulates percentage conversion and diastereoselectivity of the Wittig reaction under mechanochemical conditions

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• Kopylovich, M. N.; Ribeiro, A. P. C.; Alegria, E. C. B. A. CHAPTER 25:Mechanochemical Activation and Catalysis. Noncovalent Interactions in Catalysis; The Royal Society of Chemistry, 2019; pp 548–563. doi:10.1039/9781788016490-00548
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• Gečiauskaitė, A. A.; García, F. Main group mechanochemistry. Beilstein journal of organic chemistry 2017, 13, 2068–2077. doi:10.3762/bjoc.13.204

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