Synfacts 2011(12): 1385-1385  
DOI: 10.1055/s-0031-1289434
© Georg Thieme Verlag Stuttgart ˙ New York

exo-Selective Diels-Alder Reaction of 2,4-Dienals and Nitroalkenes

Further Information

Publication History

Publication Date:
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:

Significance section:

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.

Comment section:

Compared to their previous work, which obtained the endo product, the products display the exo configuration predominantly.