Study of the transformation of aminocyclopropanes synthesized with the aim of obtaining 14-azasteroid structures
type: Dataset
description: In the course of this thesis, a method to synthesize new cyclopropylamines was developed. Their functionalization was then implemented using metallation reactions or palladium catalysed cross-coupling reactions. The functionalized cyclopropylamines were then subjected to cyclization conditions in order to obtain all or part of a 14-azasteroid structure. Our synthetic model, which was built around an aniline moiety, allowed us to obtain the structure of the B, C, and D rings of a 14-azasteroid. Unfortunately, when this strategy was applied to synthesize the complete tetracyclic backbone of the 14-azasteroid from a naphthylamine, the reaction failed to give the same results. We have however in this case reached an original pentacyclic framework containing a cyclobutane motif. Finally, we studied condensation-type reactions between various derivatives of aniline and ethyl pyruvate toward synthesis of the desired structure. Preliminary results show formation of structures with a cyclobutane motif.
identifier: NNT: 2011PA112001
issued: 2026-05-05T19:56:49.112610
language: fr
modified: 2026-05-05T19:56:49.112613
contact point: Organization
  fn: CCSD
keyword: aniline
keyword: azasteroides
keyword: azasteroids
keyword: chimothechemical-sciencesother
keyword: cyclopropylamines
keyword: infoeu-reposemanticsdoctoralthesis
keyword: kulinkovich-de-meijere-reaction
keyword: naphthylamine
keyword: naphtylamine
keyword: pyruvates
keyword: reaction-de-kulinkovich-de-meijere
keyword: theses
keyword: titanacyclopropanes
keyword: titane
keyword: titanium
landing page: https://theses.hal.science/tel-00937934

Study of the transformation of aminocyclopropanes synthesized with the aim of obtaining 14-azasteroid structures
type: Distribution
format: HTML
issued: 2026-05-05T19:56:49.144402
modified: 2026-05-05T19:56:49.083377
access URL: https://theses.hal.science/tel-00937934

test_moissonnage_selune
type: Agent