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Full-Text Articles in Chemistry
The Formation Of Benzoxacin-3-Ones Via Intramolecular Nicholas Reactions And Synthesis Of 8-Membered Heliannuols, Brent St. Onge, James R. Green
The Formation Of Benzoxacin-3-Ones Via Intramolecular Nicholas Reactions And Synthesis Of 8-Membered Heliannuols, Brent St. Onge, James R. Green
Chemistry and Biochemistry Publications
The γ-carbonyl cations generated from propargyl ether-Co2(CO)6 complexes undergo intramolecular Nicholas reactions to give dehydrobenzoxacin-3-one-Co2(CO)6 complexes in good yields. Reductive decomplexation and subsequent manipulation allows the synthesis of (±)-heliannuol K methyl ether and the formal syntheses of (±)-heliannuol K, (±)-heliannuol A, and (−)-heliannuol L.
Propargyl Radicals In Organic Synthesis, Marcus Muresan, Hariharaputhiran Subramanian, Mukund P. Sibi, James R. Green
Propargyl Radicals In Organic Synthesis, Marcus Muresan, Hariharaputhiran Subramanian, Mukund P. Sibi, James R. Green
Chemistry and Biochemistry Publications
The appearance of propargyl radicals as synthetic intermediates has increased in recent years from a structural curiosity to a frequent occurrence. This minireview covers the synthetically relevant organic chemistry involving the intermediacy of propargyl radicals. The review is organized by the process employed in radical generation, including H-atom abstraction, propargyl-X homolyses, radical addition to enynes, reduction of polar C=X bonds, reductions of stable carbocations, and metal-mediated coupling reactions. The relevant mechanisms of generation and reaction are discussed, as are applications in syntheses of target molecules of interest.