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

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.

• Authors: Philip Garner, Laksiri Weerasinghe, Wiley J Youngs, Brian Wright, Dean Wilson, Dylan Jacobs
• Journal: Organic letters (Org Lett) Vol. 14 Issue 5 Pg. 1326-9 (Mar 02 2012) ISSN: 1523-7052 [Electronic] United States
• PMID: 22339284 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: © 2012 American Chemical Society

Chemical References

• A 315675
• Enzyme Inhibitors
• Pyrrolidines
• Neuraminidase

Topics

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