
Tetrahedron p. 11623 - 11644 (1995)
Update date:2022-07-30
Topics:
Zhou, Zhihong
Larouche, Denis
Bennett, Sharon M.
Certain alkynyl halides (6-halo-1-ynes) react with samarium(II) iodide (SmI2) to give cyclized products (methylenecyclopentanes) in good yield. We have found some interesting evidence for the presence of radical and unstable organosamarium intermediates in these reductive cyclizations. Methyl 7-halohept-2-ynoates are not, however, good substrates for this cyclization methodology.
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