The Journal of organic chemistry

Synthesis of HKI 0231B

A Scopton, TR Kelly

Index: Scopton, Alex; Kelly, T. Ross Journal of Organic Chemistry, 2005 , vol. 70, # 24 p. 10004 - 10012

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Citation Number: 18

Abstract

The total synthesis of HKI 0231B (1b) was completed in 12 linear steps and 15.6% overall yield. An unusual anionic cyclization provided access to intermediate 61 and the embedded benz [cd] indol-3-(1 H)-one ring system 3. Directed ortho-lithiation in the presence of a ketone followed by formylation and finally acid-catalyzed methanolysis complete the synthesis. Studies directed toward the construction and reactivity of the lactam acetal ...