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Enantioselective Organocatalytic Domino Oxa‐Michael/Aldol/Hemiacetalization: Synthesis of Polysubstituted Furofuranes Containing Four Stereocenters
101
Citations
27
References
2009
Year
Title ProductsStereogenic CentersEngineeringNovel OrganocatalystsTriple Domino ReactionNatural SciencesDiversity-oriented SynthesisOrganic ChemistryStereoselective SynthesisChemistryHeterocycle ChemistryAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
3 in 1: A triple domino reaction was developed for the preparation of the title products in a single step starting from α,β-unsaturated aldehydes and dihydroxyacetone dimer using a chiral secondary amine catalyst (see scheme, TMS=trimethylsilyl). The title reaction sequence proceeds with the generation of four stereogenic centers to deliver bicyclic compounds in good yields and excellent diastereo- and enantioselectivities. Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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