Efficient preparation of terminal conjugated dienes by coupling of dienol phosphates with grignard reagents under iron catalysis.
An efficient new route to prepare stereoselectively terminal conjugated dienes by coupling Grignard reagents and dienol phosphates in the presence of Fe(acac)3 is described. The synthetic utility of this new iron-catalyzed procedure is illustrated by the synthesis of the pheromone of Diparopsis castanea according to a very expeditious strategy.
Cahiez
Gérard
G
Laboratoire de Synthèse Organique Sélective et de Chimie Organométallique (SOSCO), UMR 8123 CNRS-UCP-ESCOM, 5, Mail Gay-Lussac, Neuville sur Oise, Cergy-Pontoise Cedex, France. gerard.cahiez@chim.u-cergy.fr
Habiak
Vanessa
V
Gager
Olivier
O
D000818:Animals; D002384:Catalysis; D007202:Indicators and Reagents; D007501:Iron / Q000737:chemistry*; D015394:Molecular Structure; D009036:Moths / Q000737:chemistry; D010675:Pheromones / Q000096:biosynthesis*; D011090:Polyenes / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
D007202:Indicators and Reagents; D010675:Pheromones; D011090:Polyenes; D007501:Iron