Tetrahedron Letters p. 5735 - 5738 (1996)
Update date:2022-09-26
Topics:
Islam, Md. Saiful
Kawano, Tomikazu
Hatanaka, Minoru
Ueda, Ikuo
3-Ethoxycarbonyl-2-propenylidene(triphenyl)phosphorane (2) reacted with glyoxal monohydrates (5) to give 2-substituted 5-ethoxycarbonylcyclopent-2-en-1-ones (6) by [3 + 2]-annulation reaction in the presence of a base. Compounds 6 were easily converted to 2-substituted cyclopent-2-en-1-ones by deethoxycarbonylation. An application of the annulation to synthesis of cis-jasmone is also described.
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Doi:10.1021/jacs.9b09415
(2020)Doi:10.1016/S0022-328X(96)06532-1
(1996)Doi:10.1002/jhet.5570330619
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