Synlett 2003(2): 0268-0270
DOI: 10.1055/s-2003-36804
LETTER
© Georg Thieme Verlag Stuttgart · New York

Rhodium Complex-Catalyzed Intramolecular Ene-Type Reaction of Allenynes

Takanori Shibata*, Yuri Takesue, Sho Kadowaki, Kentaro Takagi
Department of Chemistry, Faculty of Science, Okayama University, Tsushima, Okayama 700-8530, Japan
e-Mail: tshibata@cc.okayama-u.ac.jp;
Further Information

Publication History

Received 6 November 2002
Publication Date:
22 January 2003 (online)

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Abstract

Wilkinson’s catalyst [RhCl(PPh3)3] catalyzed a cyclo­isomerization of allenynes which possess geminal methyls on the allene terminus and an intramolecular ene-type reaction proceeded to give various cross-conjugated trienes. Thermal Diels-Alder reaction of the obtained triene was examined to give a bicyclic compound in a high yield.