[C+NC+CC] coupling-enabled synthesis of influenza neuramidase inhibitor A-315675

Org Lett. 2012 Mar 2;14(5):1326-9. doi: 10.1021/ol3002128. Epub 2012 Feb 17.

Abstract

An efficient synthesis of the neuramidase inhibitor A-315675 is reported. The fully functionalized pyrrolidine core of the target is assembled in one pot via an exo-selective asymmetric [C+NC+CC] coupling reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Enzyme Inhibitors / chemical synthesis*
  • Models, Molecular
  • Molecular Structure
  • Neuraminidase / antagonists & inhibitors*
  • Orthomyxoviridae / enzymology*
  • Pyrrolidines / chemical synthesis*
  • Stereoisomerism

Substances

  • A 315675
  • Enzyme Inhibitors
  • Pyrrolidines
  • Neuraminidase