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Journal Article

Total Synthesis of Woodrosin I

MPS-Authors
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Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Jeanjean,  Fabien
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Razon,  Patrick
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Fürstner, A., Jeanjean, F., & Razon, P. (2002). Total Synthesis of Woodrosin I. Angewandte Chemie International Edition, 41(12), 2097-2101. doi:10.1002/1521-3773(20020617)41:12<2097:AID-ANIE2097>3.0.CO;2-T.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0024-C2DB-2
Abstract
The reliability of ring-closing metathesis, even in complex cases, is highlighted in the first total synthesis of the structurally intriguing resin glycoside woodrosin I (1). The synthesis also shows the maturity of the trichloroacetimidate method for glycosylation and features the most advanced application of an orthoester rearrangement for the formation of a β-glycosidic bond.