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ChemInform Abstract: Nucleosides and Nucleotides. Part 189. Investigation of the Stereoselective Coupling of Thymine with meso-Thiolane-3,4-diol-1-oxide Derivatives via the Pummerer Reaction.

✍ Scribed by Takashi Naka; Naozumi Nishizono; Noriaki Minakawa; Akira Matsuda

Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199945266

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✦ Synopsis

Nucleosides and Nucleotides. Part 189. Investigation of the Stereoselective Coupling of Thymine with meso-Thiolane-3,4-diol-1-oxide Derivatives via the Pummerer Reaction.

-A β-selective method is described for coupling thymine with meso-thiolane-3,4-diol-1-oxides (II) using the Pummerer reaction. However, besides the desired coupling products (IV), significant amounts of thiophenes are also isolated. The 2,4-dimethoxybenzoyl group provides the most efficient nucleotide formation. -(NAKA, TAKASHI;

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