Synthesis of thietane nucleoside with an anomeric hydroxymethyl group

Autor:	Naozumi Nishizono, Yuki Yamaguchi, Michiyasu Sugo, Yuji Akama, Masayuki Agata, Kazuaki Oda
Rok vydání:	2011
Předmět:	Thietane Anomer Stereochemistry Pummerer rearrangement Organic Chemistry Sulfoxide Biochemistry chemistry.chemical_compound chemistry Reagent Drug Discovery Organic chemistry Hydroxymethyl Protecting group Nucleoside
Zdroj:	Tetrahedron. 67:358-363
ISSN:	0040-4020
Popis:	Thietane nucleoside 5 with an anomeric hydroxymethyl group was synthesized via the Pummerer reaction. The stereochemistry of the sulfoxide and the nature of the protecting group had no significant effect on the yield of the reaction. When a hypervalent iodine reagent was used, sulfide 16 with O-benzoyl protecting groups gave the ring-expanded nucleoside 21. Unfortunately, synthesized compound 6 did not exhibit anti-HSV activity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2ca10b4238a42df815f005953a3e2e68 https://doi.org/10.1016/j.tet.2010.11.038 Zobrazit plný text záznamu Full Text from ScienceDirect