1334496-22-8Relevant articles and documents
Exo-selective asymmetric Diels-Alder reaction of 2,4-dienals and nitroalkenes by trienamine catalysis
Jia, Zhi-Jun,Zhou, Quan,Zhou, Qing-Qing,Chen, Peng-Qiao,Chen, Ying-Chun
supporting information; experimental part, p. 8638 - 8641 (2011/11/06)
Raising the HOMO: 2,4-Dienals can react with nitroalkenes in trienamine-catalyzed asymmetric Diels-Alder reactions (see scheme). Crucial for the success is raising the HOMO energy of the diene through the introduction of appropriate substituents. The reaction exhibits unusually high enantioselectivity and exo selectivity; endo addition is possibly disfavored because of the electrostatic repulsion shown in the scheme. Copyright