Synthesis of sterically congested bicyclic tetrahydrofurans via Pd-catalyzed cyclization |
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| Authors: | Chul Shin Joo Hwan Cha Hyunah Choo Yong Seo Cho |
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| Affiliation: | a Biochemicals Research Center, Korea Institute of Science and Technology, PO Box 131, Cheongryang, Seoul 130-650, Republic of Korea
b Advanced Analysis Center, Korea Institute of Science and Technology, PO Box 131, Cheongryang, Seoul 130-650, Republic of Korea |
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| Abstract: | Prins-type cyclization followed by palladium-catalyzed cyclization provided sterically congested bi- or tricyclic tetrahydrofurans, which are very stereoselective as well. cis-2,5-Disubstituted tetrahydrofurans obtained from Prins-type cyclization have an allenyl group and a functional group such as alcohol, carboxylic acid, and aryl halide. The tetrahydrofurans bearing an allene group underwent palladium-catalyzed cyclization to give sterically congested bi- or tricyclic tetrahydrofurans. |
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