Progress toward the total synthesis of ingenol: construction of the complete carbocyclic skeleton.
[reaction: see text] The complete carbocyclic skeleton of ingenol is assembled via a route that employs ring-closing metathesis (RCM) to close the strained "inside-outside" BC ring system (i.e., 24 --> 25).
Tang
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Sterling Chemistry Laboratory, Department of Chemistry, Yale University, New Haven, Connecticut 06520-8107, USA.
Yusuff
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N
Wood
J L
JL
D019380:Anti-HIV Agents / Q000138:chemical synthesis; D000970:Antineoplastic Agents / Q000138:chemical synthesis; D004224:Diterpenes / Q000138:chemical synthesis*; D007509:Irritants / Q000138:chemical synthesis*
D019380:Anti-HIV Agents; D000970:Antineoplastic Agents; D004224:Diterpenes; D007509:Irritants; C008125:ingenol