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Stereoselective preparation of <i>P,axial</i>-stereogenic allenyl bisphosphine oxides <i>via</i> chirality-transfer
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Citations
52
References
2020
Year
EngineeringNatural SciencesDiversity-oriented SynthesisC-stereogenic PropargylOrganic ChemistryStereoselective PreparationStereogenic PhosphorusChemistryStereoselective SynthesisChirality TransferAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
P,C-Stereogenic propargyl alcohols RC-3/SC-3' were prepared by the addition of (L)-menthyl-derived SPOs to propynals, which were converted to P,axial-stereogenic allenyl bisphosphine oxides. The chirality transfer was controlled by α-carbon via syn [2,3]-sigmatropic rearrangement. For SC-3' linking weak WDG on the alkynyl moiety, the chirality on the axis depended on stereogenic phosphorus.
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