Rapid stereoselective access to key pumiliotoxin precursors from a common intermediate.

Journal Article (Journal Article)

Epoxidation and dihydroxylation of 8-methyl-2,3,6,8a-tetrahydro-1H-indolizin-5-one proceeded from the concave face with good selectivity and gave advanced precursors for pumiliotoxin and allopumiliotoxin synthesis, respectively. The origin of the selectivity is believed to be stereoelectronic in nature and allows rapid entry to three different pumiliotoxin classes from a common intermediate.

Full Text

Duke Authors

Cited Authors

  • O'Mahony, G; Nieuwenhuyzen, M; Armstrong, P; Stevenson, PJ

Published Date

  • May 28, 2004

Published In

Volume / Issue

  • 69 / 11

Start / End Page

  • 3968 - 3971

PubMed ID

  • 15153035

International Standard Serial Number (ISSN)

  • 0022-3263

Digital Object Identifier (DOI)

  • 10.1021/jo0497205

Language

  • eng

Conference Location

  • United States