Total synthesis of himandravine.
Journal Article (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
Electronic International Standard Serial Number (EISSN)
- 1523-7052
International Standard Serial Number (ISSN)
- 1523-7060
Digital Object Identifier (DOI)
- 10.1021/ol010038w
Language
- eng