• English
    • Norsk
  • English 
    • English
    • Norsk
  • Administration
View Item 
  •   Home
  • Øvrige samlinger
  • Høstingsarkiver
  • CRIStin høstingsarkiv
  • View Item
  •   Home
  • Øvrige samlinger
  • Høstingsarkiver
  • CRIStin høstingsarkiv
  • View Item
JavaScript is disabled for your browser. Some features of this site may not work without it.

A DFT Perspective on Diels-Alder Organocatalysts Based on Substituted Phosphoramides

Wåhlander, Jakob Karl Kristoffer; Amedjkouh, Mohamed; Balcells, David
Journal article; SubmittedVersion
View/Open
PhosphoMS-1.pdf (947.9Kb)
Year
2019
Permanent link
http://urn.nb.no/URN:NBN:no-76118

CRIStin
1638765

Metadata
Show metadata
Appears in the following Collection
  • Kjemisk institutt [830]
  • CRIStin høstingsarkiv [15189]
Original version
European Journal of Organic Chemistry. 2019, 2019 (2-3), 442-450, DOI: https://doi.org/10.1002/ejoc.201800844
Abstract
Phosphoramides are an interesting alternative to the thiourea motif that has long been used in organocatalysis. In the R1N(H)-P(O)(R3)-N(H)R2 formulation, phosphoramides give the advantage of having a third variable substituent, R3, compared to the two available in thioureas, and the possibility of introducing chirality with an asymmetric phosphorous center. In this work, we present a systematic computational study on the catalytic properties of these underexplored compounds. These studies show the catalytic potential of a series of substituted phosphoramides in Diels-Alder reactions, including the asymmetric [4+2] cycloaddition of pro-chiral substrates. The nature of the phosphorous-bound R3 substituent has a significant impact both on catalytic activity and enantioselectivity. Remarkably, several of the phosphoramides studied are predicted to be more active than the Schreiner’s thiourea organocatalyst.
 
Responsible for this website 
University of Oslo Library


Contact Us 
duo-hjelp@ub.uio.no


Privacy policy
 

 

For students / employeesSubmit master thesisAccess to restricted material

Browse

All of DUOCommunities & CollectionsBy Issue DateAuthorsTitlesThis CollectionBy Issue DateAuthorsTitles

For library staff

Login
RSS Feeds
 
Responsible for this website 
University of Oslo Library


Contact Us 
duo-hjelp@ub.uio.no


Privacy policy