Stereoselective synthesis of 2,6-cis- and 2,6-trans-piperidines through organocatalytic aza-Michael reactions: a facile synthesis of (+)-myrtine and (-)-epimyrtine.

Journal Article

Both 2,6-cis- and 2,6-trans-piperidines were prepared from common substrates through organocatalytic aza-Michael reactions promoted by the gem-disubstituent effect in conjunction with dithiane coupling reactions. The organocatalytic aza-Michael reaction enabled a facile synthesis of (+)-myrtine and (-)-epimyrtine from a common substrate.

Full Text

Duke Authors

Cited Authors

  • Ying, Y; Kim, H; Hong, J

Published Date

  • February 18, 2011

Published In

Volume / Issue

  • 13 / 4

Start / End Page

  • 796 - 799

PubMed ID

  • 21250755

Electronic International Standard Serial Number (EISSN)

  • 1523-7052

Digital Object Identifier (DOI)

  • 10.1021/ol103064f

Language

  • eng

Conference Location

  • United States