Tetrahedron letters

Synthesis of polycarpine, a cytotoxic sulfur-containing alkaloid from the ascidian Polycarpa aurata, and related compounds

OS Radchenko, VL Novikov, RH Willis, PT Murphy…

文献索引：Radchenko, Oleg S.; Novikov, Vyacheslav L.; Willis, Richard H.; Murphy, Peter T.; Elyakov, George B. Tetrahedron Letters, 1997 , vol. 38, # 20 p. 3581 - 3584

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被引用次数: 33

摘要

Polycarpine 1, a highly cytotoxic marine natural product, has been synthesized in three steps from p-methoxyphenacyl bromide 4 in 57% overall yield. The key reaction for construction of the symmetrically substituted disulfide linkage of polycarpine is the treatment of 2-amino-4-(4-methoxyphenyl)-1-methylimidazole 17 with S2Cl2 in acetic acid. In a similar way ten related compounds, including three thiazole analogues, have been prepared. ...