Synthesis · 2002 · 26 citations · 0 references
Cross-coupling ReactionNovel Lewis AcidEngineeringHeterocyclicNatural SciencesMolecular BiologyNiobium PentachlorideOrganic ChemistryAromatic IminesReaction IntermediateChemistryAsymmetric CatalysisAllylation ReactionsEnantioselective SynthesisBiomolecular Engineering
Allylation reactions promoted by niobium pentachloride are described. Allylstannanes were added to aromatic and aliphatic aldehydes and aromatic imines in good yields. Excellent syn diastereoselectivities were obtained in the addition of (E)-cinnamylstannane to benzaldehyde (49:1) and in the addition of crotylstannane to N-benzylideneaniline (46:1).