Synthetic Communications · 2004 · 22 citations · 34 references
Natural SciencesChemistryCatalysisOrganic ChemistryHeterocycle SynthesisHeterocyclic ChemistryMacrocycle SynthesisRetrosynthetic AnalysisScaffold DiversificationAromatic Ring ExpansionFused Heterocycle SynthesisHeterocycle DiversificationMacrocycle DiversificationMacrocycle Scaffold DesignRing System DiversificationRing-forming ReactionsScaffold Synthesis
Abstract An efficient method for constructing fused tetrahydrofuran‐γ‐lactone scaffolds, such as 8, is presented. Key to this strategy is an acid‐catalyzed ring expansion of cyclopropyl precursor 6 that proceeds in the presence of MeSO3H in acetone and produces the desired bicyclic system in good to excellent yields.
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Huw M. L. Davies, Paul R. Bruzinski, Debra H. Lake et al. · Journal of the American Chemical Society · 1996 · 466 citations
New aspects of catalytic asymmetric cyclopropanation
Michael P. Doyle, Marina Protopopova · Tetrahedron · 1998 · 313 citations
James A. Monn, Matthew J. Valli, Steven M. Massey et al. · Journal of Medicinal Chemistry · 1999 · 288 citations · Full text
Phil B. Alper, Christiane Meyers, Andreas Lerchner et al. · Angewandte Chemie International Edition · 1999 · 269 citations
Oxycyclopropanes in organochemical synthesis
Ernest Wenkert · Accounts of Chemical Research · 1980 · 239 citations