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RESEARCH PRODUCT
Mukaiyama–Michael Reactions with Acrolein and Methacrolein: A Catalytic Enantioselective Synthesis of the C17–C28 Fragment of Pectenotoxins
Gokarneswar SahooPetri M. PihkoEeva K. KemppainenArto Valkonensubject
Models MolecularMolecular StructureChemistryOrganic ChemistryAcroleinEnantioselective synthesisStereoisomerismMethacroleinBiochemistryCatalysisCatalysischemistry.chemical_compoundOrganic chemistryMarine ToxinsAcroleinPhysical and Theoretical Chemistryta116Pyransdescription
Enantioselective iminium-catalyzed reactions with acrolein and methacrolein are rare. A catalytic enantioselective Mukaiyama-Michael reaction that readily accepts acrolein or methacrolein as substrates, affording the products in good yields and 91-97% ee, is presented. As an application of the methodology, an enantioselective route to the key C17-C28 segment of the pectenotoxin using the Mukaiyama-Michael reaction as the key step is described.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2013-09-05 | Organic Letters |