Tetrahedron letters

A simple and practical approach to the synthesis of the marine sponge pigment fascaplysin and related compounds

OS Radchenko, VL Novikov, GB Elyakov

文献索引：Radchenko, Oleg S.; Novikov, Vyacheslav L.; Elyakov, George B. Tetrahedron Letters, 1997 , vol. 38, # 30 p. 5339 - 5342

全文：HTML全文

被引用次数: 41

摘要

Fascaplysin 1, an antimicrobial and cytotoxic red pigment of the marine sponge Fascaplys- inopsis sp., has been synthesized in five steps from tryptamine 2 in 44% overall yield. The key steps in the synthesis are:(a) dehydrogenation of the dihydro-β-carboline intermediate 4 simultaneously with its benzylic oxidation on treatment with MnO2 and (b) the thermal cyclization of the resulting β-carboline 7 into a quaternary salt 8. Similarly, ...