Synthesis of aromatic aldehydes by organocatalytic [4+ 2] and [3+ 3] cycloaddition of α, β-unsaturated aldehydes
BC Hong, HC Tseng, SH Chen
Index: Hong, Bor-Cherng; Tseng, Hsing-Chang; Chen, Shang-Hung Tetrahedron, 2007 , vol. 63, # 13 p. 2840 - 2850
Full Text: HTML
Citation Number: 63
Abstract
Organocatalytic inter-and intramolecular [4+ 2] and [3+ 3] cycloadditions of α, β-unsaturated aldehydes to give polysubstituted aromatic aldehydes are described. High periselectivity for the cycloadditions, with catalyst effects exerted by l-proline and pyrrolidine–HOAc, as well as cocatalyst, additive effects, has been observed.
Related Articles:
[Connolly, Terrence J.; Durst, Tony Tetrahedron, 1997 , vol. 53, # 47 p. 15969 - 15982]
[Bailey, William F.; Longstaff, Sarah C. Tetrahedron Letters, 1999 , vol. 40, # 38 p. 6899 - 6901]
Formylation of aromatic compounds with carbon monoxide in HSO3F-SbF5 uner atmospheric pressure
[Tanaka, Mutsuo; Iyoda, Jun; Souma, Yoshie Journal of Organic Chemistry, 1992 , vol. 57, # 9 p. 2677 - 2680]
[Connolly, Terrence J.; Durst, Tony Tetrahedron, 1997 , vol. 53, # 47 p. 15969 - 15982]
[Hunsberger et al. Journal of the American Chemical Society, 1958 , vol. 80, p. 3294,3299]