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A Phosphane‐Mediated Diastereoselective, Domino <i>aza</i>‐Morita–Baylis–Hillman/Reduction Sequence Involving Water as Hydrogen Source
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Citations
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References
2012
Year
Chemical EngineeringNovel OrganocatalystsEngineeringHydrogen SourcePhosphane‐mediated DiastereoselectiveNew Domino ProcessOrganic ChemistryOrganometallic CatalysisCatalysisStereoselective SynthesisChemistryHydrogenContiguous Carbon CentresSynthetic ChemistryBiomolecular EngineeringPbu 3
Abstract The new domino process disclosed here involves PBu 3 as both a nucleophilic and a reducing agent. The process combines suitable electron‐poor dienes, N ‐tosylimines, tri‐ n ‐butylphosphane and water. The final products formally result from reduction of vinylogous aza ‐Morita–Baylis–Hillman adducts. The reaction proceeds with an excellent stereochemical control of the relative configurations of the newly created contiguous carbon centres.
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