Article thumbnail
Location of Repository

Formal Synthesis of the Anti-Angiogenic Polyketide (-)-Borrelidin under Asymmetric Catalytic Control

By Ashoka V.R. Madduri and Adriaan J. Minnaard

Abstract

Borrelidin is a polyketide that possesses extremely potent anti-angiogenesis activity. This paper describes its formal total synthesis by the most efficient route to date. This modular approach takes optimal benefit of asymmetric catalysis and permits the synthesis of analogues; in addition, the high yields and selectivities obtained eliminate the need for separation of stereoisomers. The upper half of borrelidin has been accessed by iterative copper-catalysed asymmetric conjugate addition of methylmagnesium bromide, whereas synthesis of the lower half of the molecule was achieved by relying on asymmetric hydrogenation and cross-methathesis as key steps.

Year: 2010
OAI identifier: oai:ub.rug.nl:dbi/4d00a9d62cc77
Download PDF:
Sorry, we are unable to provide the full text but you may find it at the following location(s):
  • http://stratingh.eldoc.ub.rug.... (external link)
  • Suggested articles


    To submit an update or takedown request for this paper, please submit an Update/Correction/Removal Request.