765287-54-5Relevant academic research and scientific papers
Highly functionalised cyclobutanols by samarium(II) iodide induced radical cyclisations of carbohydrate-derived unsaturated ketones
Williams, D. Bradley G.,Blann, Kevin
, p. 3286 - 3291 (2004)
Certain carbohydrates have been found to be excellent precursors for the samarium diiodide-mediated 4-exo-trig cyclisation reaction of their keto-olefin derivatives, which were readily prepared in a few easy steps. The cyclisation was found to be stereoselective, affording cis products, the diastereoselective excesses of which were influenced by the nature of the protecting group employed at C5-O of the furanose sugar. The major chiral cyclobutane product of the cyclisation step was converted into an advanced intermediate for the synthesis of a nucleoside anti-viral analogue. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
