Study of enantioselective enyne cycloisomerisations catalysed by carbenic platinacycles

Enyne cycloisomerisations induce the formation of cyclic or polycyclic compounds from unsaturated substrates in a single step. These réactions catalysed by transition metals have a great interest in organic synthesis. However enantioselective versions of thèse reactions remain rare. Carbenic platinacycles with chiral monophosphines as ligands have been developped in our team. These complexes have been successfully used in the cycloisomerisation of allylpropargylamides into azabicyclo[4.1.0]heptenes ; enantiomeric excess up to 97% have been attained. This catalytic system has been extended to the desymetrisation of allylpropargylamides bearing a second vinyl moiety (ee’s up to 95%). These catalysts have been used also in the cycloisomerisation of 1,5-enynes bearing an oxygene fonstion at the propargylic position. Enantiomeric excess up to 75% have been obtained.

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Source https://theses.hal.science/tel-00776100
Author Jullien, Hélène
Maintainer CCSD
Last Updated May 15, 2026, 07:15 (UTC)
Created May 15, 2026, 07:15 (UTC)
Identifier NNT: 2012PA112320
Language fr
Rights https://about.hal.science/hal-authorisation-v1/
contributor Institut de Chimie des Substances Naturelles (ICSN) ; Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS)
creator Jullien, Hélène
date 2012-11-27T00:00:00
harvest_object_id 3bedf14b-100d-45a0-984b-72db19f8aa6e
harvest_source_id 3374d638-d20b-4672-ba96-a23232d55657
harvest_source_title test moissonnage SELUNE
metadata_modified 2026-04-01T00:00:00
set_spec type:THESE