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Open Access Publications from the University of California

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

  • Author(s): Discekici, EH
  • St. Amant, AH
  • Nguyen, SN
  • Lee, IH
  • Hawker, CJ
  • Read De Alaniz, J
  • et al.

© 2018 American Chemical Society. 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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