New cyclohexadienone derivatives: preparation and chiral discrimination in high-pressure Diels-Alder cycloadditions.
A wide range of cyclohexadienones has been synthesised in order to study their reactivity and their regio- and stereoselectivity with the enantiopure diene 1 under high-pressure conditions. Computational investigations were used to point out some parameters which affect the reactivity in this high chiral discrimination process. In addition, the resulting [4+2] cycloadducts allowed the preparation of new polyfunctional cyclohexenone derivatives.
Trân-Huu-Dâu
M E
ME
Institut Chimique des Substances Naturelles, UPR CNRS No. 2301, Gif-sur-Yvette, France. elise.tran@icsn.cnrs-gif.fr
Wartchow
R
R
Winterfeldt
E
E
Wong
Y S
YS