Synthesis of Stereochemically and Skeletally Diverse Fused Ring Systems from Functionalized C-Glycosides
The Journal of Organic Chemistry2013Vol. 78(11), pp. 5160–5171
Citations Over TimeTop 15% of 2013 papers
Baudouin Gerard, Maurice D. Lee, Sivaraman Dandapani, Jeremy R. Duvall, Mark E. Fitzgerald, Sarathy Kesavan, Jason T. Lowe, Jean‐Charles Marié, Bhaumik A. Pandya, Byung‐Chul Suh, Morgan Welzel O’Shea, Michael Dombrowski, Diane Hamann, Bérénice C. Lemercier, Tiffanie Murillo, Lakshmi B. Akella, Michael A. Foley, Lisa A. Marcaurelle
Abstract
A diversity-oriented synthesis (DOS) strategy was developed for the synthesis of stereochemically diverse fused-ring systems containing a pyran moiety. Each scaffold contains an amine and methyl ester for further diversification via amine capping and amide coupling. Scaffold diversity was evaluated in comparison to previously prepared scaffolds by a shape-based principal moments of inertia (PMI) analysis.
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