221092-87-1Relevant academic research and scientific papers
Synthesis of medium-sized bicyclic compounds by intramolecular cyclization of cyclic β-keto radicals generated from cyclopropanols using manganese(III) tris(pyridine-2-carboxylate) and its application to total synthesis of 10-isothiocyanatoguaia-6-ene
Iwasawa, Nobuharu,Funahashi, Masahiro,Hayakawa, Satoshi,Ikeno, Taketo,Narasaka, Koichi
, p. 85 - 97 (2007/10/03)
Bicyclic cyclopropanols having an olefinic side chain are oxidized-with manganese(III) tris(pyridine-2-carboxylate) to generate cyclic β-keto radicals with ring-expansion. These cyclize intramolecularly, affording bicyclic radical intermediates. The cycli
Synthesis of Substituted Cyclooctanols by a Samarium(II) Iodide Promoted 8-Endo Radical Cyclization Process
Molander, Gary A.,McKie, Jeffrey A.
, p. 3186 - 3192 (2007/10/02)
Samarium(II) iodide (SmI2) has been employed to promote an efficient 8-endo radical cyclization reaction of a variety of substituted olefinic ketones.Various substituted monocyclic, fused bicyclic, and bridged bicyclic cyclooctanols have been synthesized in fair to excellent yield via this protocol.In addition to delineating the synthetic potential of this reaction, experiments have been conducted to determine the source of reduced, noncyclized byproducts present in this and related SmI2-mediated reactions performed under protic conditions.
