91233-45-3Relevant academic research and scientific papers
PREMIERE SYNTHESE TOTALE DE L'ALLIODORINE. PREPARATION D'ALDEHYDES ISOPRENIQUES E A PARTIR DES METHYL-2 OXO-6 HEXENE-2 (E + Z) CARBONITRILES-1.
Tortajada, J.,Morizur, J-P.
, p. 253 - 262 (2007/10/02)
The first synthesis of alloiodorine 4EE, a constituent isolated from the duramen of a tropical tree: Cordia alliodora is reported.A mixture of E and Z isomers of 2-methyl-6-oxo-2-heptenenitrile 3 easily accesible by U.V. irradiation of 1-methyl-2-oxo-cyclopentanecarbonitrile 2 is used as starting material.E/Z isomerism is suppressed during a step of the synthesis reduction of the α,β-unsaturated nitrile function (E + Z) in the α,β-unsaturated aldehyde E ( the Z -> E isomerisation occurs during the hydrolysis of the internediate imine).The synthesis was conducted in six steps with an overall yield of 12,5percent from 1-methyl-2-oxo-cyclopentanecarbonitrile 2.
Comportement photochimique d'alkyl-1 oxo-2 cyclopentanecarbonitriles-1. Preparation d'olefines bifonctionnelles
Tortajada, Jeanine,Hemelryck, Bruno van,Morizur, Jean-Pierre
, p. 243 - 248 (2007/10/02)
The photochemical reactivity of a number of 2-cyano 2-alkylcyclopentanones 4 was studied and found to depend on the nature of the alkyl group R.When R is CH3 or C2H5, the only products are the E and Z α,β unsaturated cyano-aldehydes 5.
PREPARATION D'OLEFINES TRISUBSTITUEES BIFONCTIONNELLES PAR VOIE PHOTOCHIMIQUE
Tortajada, Jeanine,Hemelryck, Bruno van,Morizur, Jean-Pierre
, p. 613 - 620 (2007/10/02)
α-methyl α-functionalized (CO2CH3, CN, CH2OH and CH2Cl) cyclopentanones 2 when irradiated by UV light give title compounds : 5-substituted 4-hexen 1-al 4 as a mixture of E and Z isomers.A comparison of the photochemical behaviour of this cyclopentanones and a simple and efficient chemical transformation of the isomers Z in the more demanded isomers 4 E are described.
