754978-61-5Relevant academic research and scientific papers
New ruthenium-based protocol for cleavage of terminal olefins to primary alcohols: Improved synthesis of a bicyclic nucleoside
Sharma, Pawan K.,Nielsen, Poul
, p. 5742 - 5745 (2004)
A new protocol for the oxidative cleavage of terminal alkenes to give exclusively primary alcohols in high yields is introduced. The protocol is based on RuO4-mediated dihydroxylation, NaIO4-mediated diol cleavage, and NaBH4-mediated reduction, but the introduction of a reducing step before the diol cleavage removes the formation of byproducts and improves the yield significantly. The new protocol has been developed and used for the improved preparation of a [3.2.0]bicycloarabinonucleoside with important potential in antisense and antigene technology.
