Journal of Organic Chemistry p. 5114 - 5116 (1994)
Update date:2022-07-29
Topics:
Grissom, Janet Wisniewski
Huang, Dahai
Enediynes 1, 7, 12, and 16 undergo a tandem <3,3> sigmatropic shift-enyne allene cyclization.Enediynes 7 and 16 are especially interesting because after undergoing a <3,3> sigmatropic shift and enyne allene cyclization, the resultant biradical undergoes a 5-exo radical cyclization.These reactions can be effected by either heating at 150 deg C or by treatment with silver salts followed by heating at 75 deg c.
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