New Synthetic Routes for the Preparation of 2′-C-Methylene Nucleosides

✍ Scribed by Junior Wolf; Claude Monneret; Renée Pontikis; Jean-Claude Florent

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 283 KB
• Volume: 1998
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(199811)1998:11<2417::aid-ejoc2417>3.0.co;2-c

✦ Synopsis

Two new routes to 2Ј,3Ј-dideoxy-2Ј-C-methylene nucleoside followed by thermal elimination of phenylsulfinic acid. The second route involved a condensation of a silylated base with analogs have been developed. The first is based upon the coupling reaction of a 1-O-acetyl 2-C-(methylphenylsulfinyl) a (π-allyl)palladium complex derived from a 2-C-acetoxymethyl furanoid glycal. sugar with a silylated base under Vorbrüggen conditions,