Palladium(II)-catalyzed cyclization of urethanes and total synthesis of 1-deoxymannojirimycin |
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| Authors: | Yokoyama H Otaya K Kobayashi H Miyazawa M Yamaguchi S Hirai Y |
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| Affiliation: | Department of Chemistry, Faculty of Science, Toyama University, 3190 Gofuku, Toyama 930-8555, Japan. hirai@sci.toyama-u.ac.jp |
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| Abstract: | The palladium(II)-catalyzed cyclization of the urethane 8, which was derived from D-mannitol, gave the cyclic compound 9 with excellent diastereoselectivity. During these transformations, the Pd(II) species are not reduced and thus the catalyst can recycle without its reoxidation. The cycloadduct 9 was converted to 1-deoxymannojirimycin. |
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