Wp. Almeida et F. Coelho, PIPERONAL AS ELECTROPHILE IN THE BAYLIS-HILLMAN REACTION - A SYNTHESIS OF HYDROXY-BETA-PIPERONYL-GAMMA-BUTYROLACTONE DERIVATIVE, Tetrahedron letters, 39(47), 1998, pp. 8609-8612
Aromatic aldehydes are reluctant to serve as substrates for the Baylis
-Hillman reaction at all under the relatively mild conditions. In our
research, we have achieved that piperonal could be an useful substrate
in this reaction, employing ultrasound technique. The adduct obtained
was used in the preparation of key intermediates for the total synthe
sis of hydroxylated lignans. (C) 1998 Elsevier Science Ltd. All rights
reserved.