Large-Scale Synthesis of All Stereoisomers of a 2,3-Unsaturated C-Glycoside Scaffold
The Journal of Organic Chemistry2011Vol. 76(6), pp. 1898–1901
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Baudouin Gerard, Jean‐Charles Marié, Bhaumik A. Pandya, Maurice D. Lee, Haibo Liu, Lisa A. Marcaurelle
Abstract
All stereoisomers of a highly functionalized 2,3-unsaturated C-glycoside can be accessed in 10-100 g quantities from readily available starting materials and reagents in 3-7 steps. These chiral scaffolds contain three stereogenic centers along with orthogonally protected functional groups for downstream reactivity.
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