François LEYENDECKER
et Marie-Thérèse COMTE
A tandem1,4-addition functionnalisation reaction and a chemo- and regioselective olefination reaction are the key steps. This methodology afforded pure cis-g-irone in 4 steps in 11.6 % overall yield.
François LEYENDECKER
et Marie-Thérèse COMTE
A tandem1,4-addition functionnalisation reaction and a chemo- and regioselective olefination reaction are the key steps. This methodology afforded pure cis-g-irone in 4 steps in 11.6 % overall yield.
Reagents : a) i. Me2CuLi,
Et2O; ii. a-Phenylsulfoxyl methyl
acrylate ; iii. heat, toluene, CaCO3; b) Zn, CH2Br2,
TiCl4, CH2Cl2; c) NaOH, toluene, 60°C;
d) 2 MeLi, Et2O
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