91476-30-1Relevant articles and documents
ADDITION OF FUNCTIONALIZED ALLYLIC BROMIDES TO TERMINAL ALKYNES
Knochel, P.,Normant, J. F.
, p. 1475 - 1478 (1984)
Bromoesters 2a, 2b and bromophosphonates 2c, 2d add regioselectively to terminal alkynes in the presence of zinc to give the highly functionnalized dienes 4-7 which are cyclized to various six or seven membered carbo- or heterocycles.
SYNTHESE DE DIENES-1,4 FONCTIONNALISES PAR ADDITION DE ZINCIQUES ALLYLIQUES FONCTIONNALISES SUR DES ALCYNES VRAIS ET LEUR CYCLISATION EN HETEROCYCLES OU CARBOCYCLES
Knochel, P.,Normant, J. F.
, p. 1 - 24 (2007/10/02)
The regiospecific addition of functionalized allylic bromides to terminal alkynes in the presence of zinc furnishes a great variety of highly functionalized 1,4-dienes with moderate to good yields.The synthetic utility of these 1,4-dienes is demonstrated by various cyclization reactions leading to an α-methylene-γ-butyrolactone, to 3,5-difunctionalized piperidines, to a cyclic triester and to 6- or 7-membered phosphorus heterocyclic compounds.