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

  • Author(s): Discekici, Emre H;
  • St Amant, Andre H;
  • Nguyen, Shay N;
  • Lee, In-Hwan;
  • Hawker, Craig J;
  • Read de Alaniz, Javier
  • et al.
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.

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