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ChemInform Abstract: Diastereo- and Enantioselective Direct Catalytic Aldol Reaction of 2-Hydroxyacetophenones with Aldehydes Promoted by a Heteropolymetallic Complex: Catalytic Asymmetric Synthesis of anti-1,2-Diols
- Source :
- ChemInform. 33
- Publication Year :
- 2010
- Publisher :
- Wiley, 2010.
-
Abstract
- An anti-selective direct catalytic asymmetric aldol reaction of 2-hydroxyacetophenones with aldehydes is described. The reaction is catalyzed by a heteropolymetallic complex to afford anti-α,β-dihydroxy ketones as the major diastereomer with excellent enantioselectivity. The use of 2-hydroxyacetophenones bearing electron-donating groups at the phenyl moiety enabled efficient transformation of the aldol products (α,β-dihydroxy ketones) into the corresponding α,β-dihydroxy ester derivatives via Baeyer−Villiger oxidation. A plausible reaction mechanism is also discussed based on the stereochemistry of the products.
Details
- ISSN :
- 15222667 and 09317597
- Volume :
- 33
- Database :
- OpenAIRE
- Journal :
- ChemInform
- Accession number :
- edsair.doi...........d7ee4de80e6819a94d8a499672b58993