Concepedia

An Oxidative Free-Radical Cyclization Approach to d,1-Δ<sup>8</sup>-14-Epiestrone-3-methyl Ether

P. A. ZORETIC, M. Ramchandani, Myron L. Caspar

Synthetic Communications · 1991 · 16 citations · 26 references

Concepts

Engineeringβ-Keto Esters 4Radical (Chemistry)Cis-hydrindanones 9Stereospecific Free-radical CyclizationOrganic ChemistryStereoselective SynthesisChemistryPharmacologyEnantioselective SynthesisBiomolecular EngineeringNatural Product Synthesis

Abstract

Abstract A Stereospecific free-radical cyclization of β-keto esters 4 and 5 to cis-hydrindanones 9 and 6, respectively, and conversion of 6 to d, 1–14-epiestrone intermediate 8 are reported.

References

26

Pure appl. Chem

Gerhard Habermehl · Toxicon · 1983 · 3.1K citations

Chemical Measurement, Engineering, Pure Appl +4

Regio-selectivity and stereo-selectivity in radical reactions

A. L. J. BECKWITH · Tetrahedron · 1981 · 680 citations

Engineering, Radical (Chemistry), Reactivity (Chemistry) +5

Free-radical cyclizations

Marc Julia · Accounts of Chemical Research · 1971 · 218 citations

Altmetrics, Donut Icon, Information +8

Mechanism of electron transfer oxidation of alkyl radicals by copper(II) complexes

J. K. Kochi, A. Bemis, C. L. Jenkins · Journal of the American Chemical Society · 1968 · 154 citations

Inorganic Chemistry, Chemical Engineering, Engineering +11

A new and general synthesis of polycyclic .gamma.-lactones by double annulation

E. J. Corey, Myung Chol Kang · Journal of the American Chemical Society · 1984 · 149 citations

Altmetrics, Engineering, Heterocyclic +15