The Journal of organic chemistry

Use of thiazoles in the halogen dance reaction: application to the total synthesis of WS75624 B

EL Stangeland, T Sammakia

Index: Stangeland, Eric L.; Sammakia, Tarek Journal of Organic Chemistry, 2004 , vol. 69, # 7 p. 2381 - 2385

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Citation Number: 59

Abstract

The total synthesis of the pyridine-thiazole-containing natural product WS75624 B (1) is described. This synthesis proceeds via the Stille coupling of appropriately functionalized pyridine and thiazole components, and this paper details our studies on the use of the halogen dance reaction to prepare the desired thiazole. Various halogen dance reactions on thizoles are described, including a novel one-pot multistep reaction in which 2- ...