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Synthesis 2002(18): 2749-2755
DOI: 10.1055/s-2002-35983
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of New Cardanol and Cardol Derivatives by Allylation and Regioselective­ Cyclocarbonylation Reactions

Riccardo Amoratia, Orazio A. Attanasib, Bassam El Alid, Paolino Filippone*b, Giuseppe Melec, Jolanda Spadavecchiac, Giuseppe Vasapollo*c
a Dipartimento di Chimica Organica ‘A. Mangini’, Università di Bologna, Via S. Donato 15, 40127 Bologna, Italy
b Centro di Studio delle Sostanze Organiche di Origine Naturale, Università di Urbino, Piazza della Repubblica 13, 61029 Urbino, Italy
c Dipartimento di Ingegneria dell’Innovazione, Università di Lecce, Via Arnesano, 73100 Lecce, Italy
d Chemistry Department, King Fahd University of Petroleum and Minerals, Dhahram 31261, Saudi Arabia
e-Mail: attor@uniurb.it;
Further Information

Publication History

Received 28 August 2002
Publication Date:
06 December 2002 (online)

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Abstract

Palladium acetate [Pd(OAc)2] and 1,4-bis(diphenylphosphino)butane (dppb) catalyse cyclocarbonylation of allylic cardanol and cardol derivatives to give regioselectively 7-membered ring lactones in good yields. One of the compounds prepared exhibits excellent antioxidant properties.

Key words

allylations - carbonylations - cardanol - cardol - lactones - palladium

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