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The Journal of organic chemistry DOI:10.1021/jo4000916

Synthesis of stereochemically and skeletally diverse fused ring systems from functionalized C-glycosides.

Publication TypeJournal Article
Year of Publication2013
AuthorsGerard, B, Lee MD, 4th, Dandapani, S, Duvall, JR, Fitzgerald, ME, Kesavan, S, Lowe, JT, Marié, JC, Pandya, BA, Suh, BC, O'Shea, MW, Dombrowski, M, Hamann, D, Lemercier, B, Murillo, T, Akella, LB, Foley, MA, Marcaurelle, LA
JournalThe Journal of organic chemistry
Volume78
Issue11
Pages5160-71
Date Published2013/06/07
ISSN0022-3263
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.

URLhttp://dx.doi.org/10.1021/jo4000916
DOI10.1021/jo4000916
Pubmed

http://www.ncbi.nlm.nih.gov/pubmed/23692141?dopt=Abstract