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Enantioselective Total Synthesis of (+)‐Vittatalactone
29
Citations
33
References
2011
Year
EngineeringNatural SciencesDiversity-oriented SynthesisEnzymatic Desymmetrization ApproachTotal SynthesisOrganic ChemistryMethyl Chiral CentresEnantioselective Total SynthesisChemistryStereoselective SynthesisPharmacologyAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringNatural Product Synthesis
Abstract An enantioselective asymmetric total synthesis of (+)‐vittatalactone has been accomplished employing enzymatic desymmetrization approach to create two methyl chiral centres. Other key steps involved are Wittig reaction, Evan's asymmetric alkylation, hydroboration, TEMPO‐BAIB‐mediated selective oxidation of 1,3‐diol and lactonization mediated by p ‐toluenesulfonyl chloride. The total synthesis was achieved by a linear synthetic sequence with an overall yield of 11.8 %.
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1982 | 1K | |
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1980 | 130 | |
Reduction of Organic Compounds with NaBH<SUB>4</SUB>-Transition Metal Salt Systems. IV. Selective Hydrogenation of Olefines in Unsaturated Esters Toshio Satoh, K. NANBA, Shuichi Suzuki Chemical and Pharmaceutical Bulletin Selective HydrogenationChemical EngineeringEngineeringChemical TransformationUnsaturated Esters | 1971 | 126 |
2002 | 110 |
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