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

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 2004

Published In

Volume / Issue

  • 69 / 11

Start / End Page

  • 3968 - 3971

PubMed ID

  • 15153035

Electronic International Standard Serial Number (EISSN)

  • 1520-6904

International Standard Serial Number (ISSN)

  • 0022-3263

Digital Object Identifier (DOI)

  • 10.1021/jo0497205

Language

  • eng