Research on Liebeskind-Srogl coupling/intramolecular Diels-Alder reaction cascade |
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Authors: | Tomohiro Fujii Yuta Oki Masahisa Nakada |
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Affiliation: | Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, Japan |
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Abstract: | The Liebeskind-Srogl coupling/intramolecular Diels-Alder (IMDA) reaction cascade that stereoselectively affords a tricarbocyclic compound with a trans–trans-cis fused ring system including an all-carbon quaternary stereogenic center at the ring junction is described. The cascade reactions proceed quickly and stereoselectively afford the products within 2?h at room temperature in the presence of a suitable thioester. The developed protocol as well as the prepared chiral compounds are useful for the enantioselective total synthesis of terpenoids with the trans–trans-cis fused ring system. |
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Keywords: | Liebeskind-Srogl Intramolecular Diels-Alder Cascade Stereoselective |
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