Endo and Exo Diels-Alder Adducts: Temperature-Tunable Building Blocks for Selective Chemical Functionalization.
Emre H DiscekiciAndre H St AmantShay N NguyenIn-Hwan LeeCraig J HawkerJavier Read de AlanizPublished in: Journal of the American Chemical Society (2018)
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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