431876-74-3Relevant articles and documents
Diastereofacial Solid Phase Synthesis and Self-Promoted Cleavage of a [2.2.1] Bicyclic Diversity Scaffold
Savinov, Sergey N.,Austin, David J.
, p. 1419 - 1422 (2007/10/03)
(matrix presented) We have previously described a diastereofacially selective 1,3-dipolar cycloaddition reaction of isomuenchnones with vinyl ethers. While adapting this methodology for solid phase synthesis, we discovered a chemoselective and self-promoted linker aminolysis that provides liberated product in high purity, at a significantly enhanced rate. Herein we described the implementation of a chiral auxiliary as a solid-phase linker, the detailed investigation of its unique aminolysis, and the utility of this cleavage within a chemical diversity format.