Synthetic studies on (−)-FR182877: construction of the ABCD ring system via the intramolecular cycloadditions (2) |
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Authors: | Natsumi Tanaka |
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Institution: | Department of Chemistry and Biochemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, Japan |
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Abstract: | Construction of the ABCD ring system of (−)-FR182877 via the intramolecular Diels-Alder (IMDA) reaction and the highly diastereoselective intramolecular hetero-Diels-Alder (IMHDA) reaction is described. The IMHDA reactions of the substrates incorporating the oxabutadiene with the E- or Z-alkene were examined, revealing that the sole product was obtained from both substrates and the E-alkene geometry was found to be crucial to obtaining the desired product. |
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