Total synthesis of himandravine.

Published

Journal Article

[reaction: see text] The first total synthesis of (+)-himandravine (1) is described, starting from (2S,6S)-cis-2-formyl-6-methyl-N-Boc-piperidine (8) in 11 linear steps and 17% overall yield. The key step involves a highly diastereoselective intramolecular Diels-Alder reaction of the key intermediate 5 that contains the entire latent carbon framework and functional group substitution of himandravine.

Full Text

Duke Authors

Cited Authors

  • Chackalamannil, S; Davies, R; McPhail, AT

Published Date

  • May 2001

Published In

Volume / Issue

  • 3 / 10

Start / End Page

  • 1427 - 1429

PubMed ID

  • 11388833

Pubmed Central ID

  • 11388833

Electronic International Standard Serial Number (EISSN)

  • 1523-7052

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol010038w

Language

  • eng