exo-Selective Diels-Alder Reaction of 2,4-Dienals and Nitroalkenes
18 November 2011 (online)
The concept of trienamine catalysis has been developed collaboratively within the laboratories of Chen and Jørgensen. The contributors apologize for suggesting this discovery to be made only by the Jørgensen group and would like to correct the Synfacts article:
Following the previous findings of the Chen and Jørgensen groups on trienamine catalysis (J. Am. Chem. Soc. 2011, 133, 5053), the authors report the first asymmetric Diels-Alder reaction of 2,4-dienals and nitroalkanes catalyzed by diarylprolinol silyl ethers with exclusive regioselectivity.
Compared to their previous work, which obtained the endo product, the products display the exo configuration predominantly.