Synthesis of NP25302

Kiri Stevens; Andrew J Tyrrell; Sarah Skerratt; Jeremy Robertson

doi:10.1021/ol202381m

Synthesis of NP25302

Org Lett. 2011 Nov 18;13(22):5964-7. doi: 10.1021/ol202381m. Epub 2011 Oct 18.

Authors

Kiri Stevens¹, Andrew J Tyrrell, Sarah Skerratt, Jeremy Robertson

Affiliation

¹ Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK.

PMID: 22007707
DOI: 10.1021/ol202381m

Abstract

An efficient synthesis of NP25302 is presented that relies on 5-endo-dig N-cyclization to establish the bicyclic core and Curtius rearrangement to install the N-acyl vinylogous urea functionality.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cyclization
Models, Molecular
Molecular Structure
Pyrrolizidine Alkaloids / chemical synthesis*
Urea / chemistry
Vinyl Compounds / chemistry

Substances

NP 25302
Pyrrolizidine Alkaloids
Vinyl Compounds
Urea