Publication Details (including relevant citation information):
Joanna Włodarczyk, Andrzej Wolan, Marcin Rakowiecki, Mariusz Jan Bosiak, Marcin Budny, Tetrahedron Letters, 2015, 6093-6096.
A six step conversion of the common carbocyclic nucleoside precursor 8 into the all-cis key intermediate for the synthesis of ticagrelor analogs is reported. The method involves two oxidation/stereoselective reduction sequences for both the CAO and CAN bonds. Inversion of stereochemistry was confirmed by analysis of spin couplings between the hydrogens at the junction of the 1,3-dioxolane and cyclopentane rings.
Address (URL): http://dx.doi.org/10.1016/j.tetlet.2015.09.074