The Journal of Organic Chemistry

Diels-Alder reactions of piperylenes

TJ Brocksom, MG Constantino

Index: Brocksom, Timothy J.; Constantino, Mauricio G. Journal of Organic Chemistry, 1982 , vol. 47, # 18 p. 3450 - 3453

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Citation Number: 23

Abstract

1 2 3 common intermediate. One approach would involve a Diels-Alder reaction2 between cis-piperylene (4) and citraconic anhydride (5a) or N-phenylcitraconimide (5b). However, cis- piperylene (4) is known2& to be very unreactive to cycloaddition under the conditions usually employed. Therefore, we initiated our study using the more reactive dienophiles maleic anhydride (5c) and N-phenylmaleimide (5d) in the presence of catalysts and then ...