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Organic letters

Regio-and chemoselective multiple functionalization of chloropyrazine derivatives. Application to the synthesis of coelenterazine

M Mosrin, T Bresser, P Knochel

文献索引:Mosrin, Marc; Bresser, Tomke; Knochel, Paul Organic Letters, 2009 , vol. 11, # 15 p. 3406 - 3409

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被引用次数: 62

摘要

Successive regio-and chemoselective metalations of chloropyrazines using TMPMgCl· LiCl and TMPZnCl· LiCl furnish, after trapping with electrophiles, highly functionalized pyrazines in high yields. Application to a synthesis of coelenterazine, a bioluminescent natural product in jellyfish Aequorea victoria, in nine steps (9% overall yield) is reported.