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Synthesis of AB Ring Model System of Taxol <i>via</i> Allylation of 8-Membered Ring Compound and Intramolecular Aldol Condensation
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Citations
12
References
1995
Year
Ketone 6BEngineeringBiochemistryNatural SciencesIntramolecular Aldol CondensationPrecursor 38-Membered Ring CompoundOrganic ChemistryLithium DiisopropylamideStereoselective SynthesisChemistryNatural Product SynthesisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Abstract 1-t-Butyldimethylsiloxy-8,11,11-trimethylbicyclo[5.3.1]undec-7-en-9-one (2) has been synthesized via intramolecular aldol condensation of the precursor 3 by combined use of lithium diisopropylamide (LDA) and CeCl3. The dicarbonyl compound 3 was prepared by allylation of 8-membered ring ketone 6b.
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