{"title":"对 \"3′-氟-3′-脱氧甜菜碱腺嘌呤膦酸盐的合成 \"的更正","authors":"Swarup De, Steven De Jonghe, Piet Herdewijn","doi":"10.1021/acs.joc.4c02215","DOIUrl":null,"url":null,"abstract":"The assignment of the structure of compound <b>3</b> in Scheme 1 was incorrect (presented here as Figure 1). A reported literature procedure (<i>Org. Lett</i>. <b>2000</b>, <i>2</i>, 3355–3357), which is also referenced in the manuscript (ref 13), was followed to synthesize compound <b>3</b>. However, in the same paper, no NMR spectra were provided, and for structural identification, the authors referred to Wong et al. (<i>J. Am. Chem. Soc.</i> <b>1998</b>, <i>120</i>, 1965–1978). After comparing all of the NMR data of compound <b>3</b> with previously reported data, we came to the conclusion that the isolated compound was primarily 3′-benzylated adduct <b>3a</b> (Figure 2) with only a minor presence of the desired compound <b>3</b>. On the basis of the assumption that we made the correct regioisomer of <b>3</b> (i.e., the 5′-benzylated analogue), the following steps were performed. We now show the correct structures of compounds <b>3</b>–<b>8</b> in Figure 2 that were isolated in the following steps. Figure 1. Scheme 1 from the original work. Figure 2. Revised Scheme 1 with the correct structures. We think that the details of compounds <b>4a</b>–<b>8a</b> in Scheme 1 of the original paper are now redundant. Therefore, we remove this information from the original paper and its Supporting Information. The other parts of the original paper remain unchanged, and there is no consequence of the unintentional misinterpretation in the conclusion. The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.joc.4c02215. <sup>1</sup>H, <sup>13</sup>C, <sup>19</sup>F, and <sup>31</sup>P NMR spectra and HRMS spectra of intermediates and final compounds (PDF) Correction to “Synthesis\nof a 3′-Fluoro-3′-deoxytetrose\nAdenine Phosphonate” <span> 0 </span><span> views </span> <span> 0 </span><span> shares </span> <span> 0 </span><span> downloads </span> Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html. This article has not yet been cited by other publications.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"36 1","pages":""},"PeriodicalIF":3.6000,"publicationDate":"2024-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Correction to “Synthesis of a 3′-Fluoro-3′-deoxytetrose Adenine Phosphonate”\",\"authors\":\"Swarup De, Steven De Jonghe, Piet Herdewijn\",\"doi\":\"10.1021/acs.joc.4c02215\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The assignment of the structure of compound <b>3</b> in Scheme 1 was incorrect (presented here as Figure 1). A reported literature procedure (<i>Org. Lett</i>. <b>2000</b>, <i>2</i>, 3355–3357), which is also referenced in the manuscript (ref 13), was followed to synthesize compound <b>3</b>. However, in the same paper, no NMR spectra were provided, and for structural identification, the authors referred to Wong et al. (<i>J. Am. Chem. Soc.</i> <b>1998</b>, <i>120</i>, 1965–1978). After comparing all of the NMR data of compound <b>3</b> with previously reported data, we came to the conclusion that the isolated compound was primarily 3′-benzylated adduct <b>3a</b> (Figure 2) with only a minor presence of the desired compound <b>3</b>. On the basis of the assumption that we made the correct regioisomer of <b>3</b> (i.e., the 5′-benzylated analogue), the following steps were performed. We now show the correct structures of compounds <b>3</b>–<b>8</b> in Figure 2 that were isolated in the following steps. Figure 1. Scheme 1 from the original work. Figure 2. Revised Scheme 1 with the correct structures. We think that the details of compounds <b>4a</b>–<b>8a</b> in Scheme 1 of the original paper are now redundant. Therefore, we remove this information from the original paper and its Supporting Information. The other parts of the original paper remain unchanged, and there is no consequence of the unintentional misinterpretation in the conclusion. The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.joc.4c02215. <sup>1</sup>H, <sup>13</sup>C, <sup>19</sup>F, and <sup>31</sup>P NMR spectra and HRMS spectra of intermediates and final compounds (PDF) Correction to “Synthesis\\nof a 3′-Fluoro-3′-deoxytetrose\\nAdenine Phosphonate” <span> 0 </span><span> views </span> <span> 0 </span><span> shares </span> <span> 0 </span><span> downloads </span> Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html. 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Correction to “Synthesis of a 3′-Fluoro-3′-deoxytetrose Adenine Phosphonate”
The assignment of the structure of compound 3 in Scheme 1 was incorrect (presented here as Figure 1). A reported literature procedure (Org. Lett. 2000, 2, 3355–3357), which is also referenced in the manuscript (ref 13), was followed to synthesize compound 3. However, in the same paper, no NMR spectra were provided, and for structural identification, the authors referred to Wong et al. (J. Am. Chem. Soc.1998, 120, 1965–1978). After comparing all of the NMR data of compound 3 with previously reported data, we came to the conclusion that the isolated compound was primarily 3′-benzylated adduct 3a (Figure 2) with only a minor presence of the desired compound 3. On the basis of the assumption that we made the correct regioisomer of 3 (i.e., the 5′-benzylated analogue), the following steps were performed. We now show the correct structures of compounds 3–8 in Figure 2 that were isolated in the following steps. Figure 1. Scheme 1 from the original work. Figure 2. Revised Scheme 1 with the correct structures. We think that the details of compounds 4a–8a in Scheme 1 of the original paper are now redundant. Therefore, we remove this information from the original paper and its Supporting Information. The other parts of the original paper remain unchanged, and there is no consequence of the unintentional misinterpretation in the conclusion. The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.joc.4c02215. 1H, 13C, 19F, and 31P NMR spectra and HRMS spectra of intermediates and final compounds (PDF) Correction to “Synthesis
of a 3′-Fluoro-3′-deoxytetrose
Adenine Phosphonate” 0 views 0 shares 0 downloads Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html. This article has not yet been cited by other publications.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.