Stereoselective synthesis of acortatarins A and B. Academic Article uri icon

Overview

abstract

  • Acortatarins A and B have been synthesized via stereoselective spirocyclizations of glycals. Mercury-mediated spirocyclization of a pyrrole monoalcohol side chain leads to acortatarin A. Glycal epoxidation and reductive spirocyclization of a pyrrole dialdehyde side chain leads to acortatarin B. Acid equilibration and crystallographic analysis indicate that acortatarin B is a contrathermodynamic spiroketal with distinct ring conformations compared to acortatarin A.

publication date

  • August 27, 2012

Research

keywords

  • Acorus
  • Alkaloids
  • Morpholines
  • Pyrroles
  • Spiro Compounds

Identity

PubMed Central ID

  • PMC3466107

Scopus Document Identifier

  • 84866005784

Digital Object Identifier (DOI)

  • 10.1021/ol3019456

PubMed ID

  • 22924668

Additional Document Info

volume

  • 14

issue

  • 17