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Tandem Zn‐Brook Rearrangement/Ene‐Allene Carbocyclization
20
Citations
64
References
2009
Year
DerivativesEngineeringBrook RearrangementsNatural SciencesDiversity-oriented SynthesisAcylsilanes LeadsOrganic ChemistryStereoselective SynthesisChemistryHeterocycle ChemistryPropargyl/allenylzinc BromidesBiomolecular Engineering
Abstract The addition of metalated alkynes to acylsilanes leads to the corresponding α‐propargylsilanol derivatives. On addition of ZnBr 2 , Zn‐promoted Brook rearrangements take place to produce the propargyl/allenylzinc bromides, which undergo cyclization to give functionalized carbocycles as single diastereoisomers. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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