Intramolecular Michael reactions of aliphatic aldehyde enolates generated by imidazolium carbenes

Journal Article (Journal Article)

Due to the high reactivity of the formyl group under either basic or acidic reaction conditions required for the direct generation of aldehyde enolates, intramolecular Michael additions of aldehyde enolates to α,β- unsaturated carbonyl compounds have been underexplored for the stereoselective synthesis of carbocyclic compounds. The intramolecular Michael reaction of aldehyde enolates generated by imidazolium carbenes was explored for the synthesis of cyclopentane aldehydes. The imidazolium carbenes were used as Brønsted bases to directly generate the aldehydes enolates. © 2011 Elsevier Ltd. All rights reserved.

Full Text

Duke Authors

Cited Authors

  • Kim, H; Byeon, SR; Leed, MGD; Hong, J

Published Date

  • May 11, 2011

Published In

Volume / Issue

  • 52 / 19

Start / End Page

  • 2468 - 2470

International Standard Serial Number (ISSN)

  • 0040-4039

Digital Object Identifier (DOI)

  • 10.1016/j.tetlet.2011.03.008

Citation Source

  • Scopus