Publication | Closed Access
An Unprecedented Silver Salt Effect Switches the Facial Selectivity in the Vinylogous Mukaiyama Aldol Reaction
11
Citations
35
References
2010
Year
Facial SelectivityUnprecedented ReactionEngineeringBiochemistryNatural SciencesPhysiologyDiversity-oriented SynthesisOrganic ChemistryAbstract Silver HexafluroantimonateStereoselective SynthesisChemical BiologyPharmacologyAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringNatural Product Synthesis
Abstract Silver hexafluroantimonate was identified as a highly efficient agent to reverse the facial selectivity of the titanium chloride‐mediated vinylogous Mukaiyama aldol reaction (VMAR), and this unprecedented reaction provides a concise, diastereoselective synthesis of δ‐hydroxy‐α,γ‐dimethyl‐α,β‐unsaturated carbonyl units from readily available chiral vinylketene silyl N , O ‐acetal 6 and ethyl glyoxylate 8 .
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