✦ LIBER ✦

A mild conversion of vicinal diols to alkenes. Efficient transformation of ribonucleosides into 2′-ene and 2t',3′-dideoxynucleosides

✍ Scribed by Morris J. Robins; Fritz Hansske; Nicholas H. Low; Ja In Park

Publisher: Elsevier Science
Year: 1984
Tongue: French
Weight: 249 KB
Volume: 25
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)99885-x

No coin nor oath required. For personal study only.

✦ Synopsis

a-Acetoxyisobutyryl bromide in "moist" acetonitrile converted adenosine to trans-3'(2')-bromo-2'(3')-acetates with <3% glycosyl cleavage. This mixture was acetylated, treated with Zn/Cu/DMF, and deacylated to give 81% of the 2'-alkene.

📜 SIMILAR VOLUMES

Radical-Based Transformation of Vicinal

Radical-Based Transformation of Vicinal Diols to Olefins via Thioxocarbamate Derivatives: A Simple Approach to 2′,3′-Didehydro-2′,3′-dideoxynucleosides.

✍ Makoto Oba; Mitsuteru Suyama; Atsushi Shimamura; Kozaburo Nishiyama 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 126 KB 👁 2 views

A Simple Approach to 2',3'-Didehydro-2',3'-dideoxynucleosides. -Radical deoxygenation of bis-O-thioxocarbamates prepared from vicinal diols and phenyl isothiocyanate results