Total synthesis of halichondrin C

A Yamamoto, A Ueda, P Brémond…

Index: Usanov, Dmitry L.; Yamamoto, Hisashi Journal of the American Chemical Society, 2011 , vol. 133, # 5 p. 1286 - 1289

Full Text: HTML

Citation Number: 22

Abstract

The first total synthesis of halichondrin C has been completed, highlighted by development of the synthetic method to construct the C8–C14 polycycle. Cr-mediated coupling reactions are used seven times to form a new C–C bond. The acid stability of halichondrin C is studied, demonstrating that the macrolactone stabilizes the C8–C14 polycycle, relative to the one present in the C1–C16 model.