Pub No:
260
Title:
Regioselective and Stereoselective Diels-Alder reactions of Unsymmetrical 1,2-Disubstituted Vinyl Sulfones with a Monovinylporphyrin
Authors:
Yon-Hin, P., Wijesekera, T.P., and David Dolphin
Journal:
New J. Chem.
Year:
1992
Pages:
16, 537-539
Abstract:
A study of the Diels-Alder reactions of several 1,2-disubstituted vinyl sulfones with a β-methyl-β'-monovinylporphyrin (I) shows that the cycloadditions are highly regioselective and that stereochemical control can be manipulated by replacing a carboxyl ester group by a cyano group or by changing of the dienophile. Thus, reacting I with (E)- and (Z)-PhSO2CH=CHCN gave adducts II and III.

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