Synthesis of Enantiomerically Pure 1,2,3-Trisubstituted Cyclopropane Nucleosides Using Pd-Catalyzed Substitution via Directing Group-Mediated C(sp3)–H Activation as a Key Step

A series of enantiomerically pure 1,2,3-trisubstituted cyclopropane nucleosides Ia–Id and IIa–IId of medicinal chemical interest was designed and synthesized. In the synthesis, a Pd-catalyzed substitution reaction via a directing group-mediated C­(sp3)–H activation was effectively used to construct...

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Bibliographic Details
Published in:Organic letters 2019-02, Vol.21 (3), p.656-659
Main Authors: Minami, Takaaki, Fukuda, Kohtaro, Hoshiya, Naoyuki, Fukuda, Hayato, Watanabe, Mizuki, Shuto, Satoshi
Format: Article
Language:English
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Summary:A series of enantiomerically pure 1,2,3-trisubstituted cyclopropane nucleosides Ia–Id and IIa–IId of medicinal chemical interest was designed and synthesized. In the synthesis, a Pd-catalyzed substitution reaction via a directing group-mediated C­(sp3)–H activation was effectively used to construct the 1,2,3-trisubstituted cyclopropane structure as a key step.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b03785