Organic letters

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

M Mosrin, T Bresser, P Knochel

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

Full Text: HTML

Citation Number: 62

Abstract

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.

Related Articles:

Highly efficient and flexible total synthesis of coelenterazine

[Keenan, Martine; Jones, Keith; Hibbert, Frank Chemical Communications, 1997 , # 3 p. 323 - 324]

Highly efficient and flexible total synthesis of coelenterazine

[Keenan, Martine; Jones, Keith; Hibbert, Frank Chemical Communications, 1997 , # 3 p. 323 - 324]

Highly efficient and flexible total synthesis of coelenterazine

[Keenan, Martine; Jones, Keith; Hibbert, Frank Chemical Communications, 1997 , # 3 p. 323 - 324]

Highly efficient and flexible total synthesis of coelenterazine

[Keenan, Martine; Jones, Keith; Hibbert, Frank Chemical Communications, 1997 , # 3 p. 323 - 324]

More Articles...