1448664-67-2Relevant academic research and scientific papers
Catalytic anomeric aminoalkynylation of unprotected aldoses
Kimura, Yasuaki,Ito, Soichi,Shimizu, Yohei,Kanai, Motomu
supporting information, p. 4130 - 4133 (2013/09/12)
A copper(I)-catalyzed anomeric aminoalkynylation reaction of unprotected aldoses was realized. Use of an electron-deficient phosphine ligand, boric acid to stabilize the iminium intermediate, and a protic additive (IPA) to presumably enhance reversible carbohydrate-boron complexation were all essential for efficient conversion. The reaction proceeded well even with a natural disaccharide substrate, suggesting that the developed catalytic reaction could be useful for the synthesis of glycoconjugates with minimum use of protecting groups.
