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Synthesis of 2'-aminouridine derivatives as an organocatalyst for Diels-Alder reaction
Hideaki Wakamatsu1, Moeko Itoh1, Yoshihiro Natori1
1Faculty of Pharmaceutical Sciences, Tohoku Medical and Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai, 981-8558, Japan.
Nucleosides, Nucleotides & Nucleic Acids
|July 31, 2019
Abstract:
To develop a novel asymmetric organocatalyst based on a ribonucleoside skeleton, we designed and synthesized 2'-aminouridine derivatives. The synthesized 2'-aminouridines having bulky substituents at both base and sugar moieties could catalyze the Diels-Alder reaction between cinnamaldehyde and cyclopentadiene. However, the optical purities of the resulting products were unexpectedly low.