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Endo and Exo Diels–Alder Adducts: Temperature-Tunable Building Blocks for Chemical Functionalization

Abstract: The development and application of a novel endo furan-protected maleimide building block is reported. The endo isomer undergoes deprotection at temperatures ∼50 °C below the exo derivative. This enables a simple and powerful approach to quantitatively and selectively introduce functional maleimide groups via temperature modulation.


Reference: Discekici, E. H.; St. Amant, A. H.; Nguyen, S. N.; Lee, I.-H.; Hawker, C. J.; Read de Alaniz, J., Endo and Exo Diels–Alder Adducts: Temperature-Tunable Building Blocks for Selective Chemical Functionalization. J. Am. Chem. Soc. 2018, 140, 5009.


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Publication date: April 3, 2018


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