Cycloadditions of 2-aza-1,3-dienes to aldehydes: a Diels-Alder strategy for the diastereoselective hydroxyalkylation of carboxylic acid derivatives

Ntirampebura, Deogratias;Ghosez, Léon
(1999) Tetrahedron Letters — Vol. 40, n° 39, p. 7079-7082 (1999)

Files

pdfdocument.pdf
  • Restricted Access
  • Adobe PDF
  • 197.28 KB
Request a copy

Details

Authors
  • Ntirampebura, DeogratiasUCLouvain
    Author
  • Ghosez, LéonUCLouvain
    Author
Abstract
2-Aza-1,3-dienes 1 which are readily prepared from carboxylic acids cycloadd to aldehydes to give good yields of 1,3-oxazinones 3. The cycloadditions were highly diastereoselective in favour of the endo adducts. Hydrolysis of 1,3-oxazinones 3 stereoselectively yielded the corresponding beta-hydroxyamides 4. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
Affiliations

Citations

  • APA
  • Chicago
  • FWB

Ntirampebura, D., & Ghosez, L. (1999). Cycloadditions of 2-aza-1,3-dienes to aldehydes: a Diels-Alder strategy for the diastereoselective hydroxyalkylation of carboxylic acid derivatives. Tetrahedron Letters, 40(39), 7079-7082. https://doi.org/10.1016/S0040-4039(99)01444-6 (Original work published 1999)