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The 2,2-Dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) Group : A Novel Protecting Group in Carbohydrate Chemistry

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2019

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Liu, Hui
Zhou, Si-Yu
Wen, Guo-En
Liu, Xu-Xue
Liu, De-Yong
Zhang, Qing-Ju
Sun, Jian-Song

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https://doi.org/10.1021/acs.orglett.9b03025
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Organic Letters. American Chemical Society (ACS). 2019, 21(19), pp. 8049-8052. ISSN 1523-7060. eISSN 1523-7052. Available under: doi: 10.1021/acs.orglett.9b03025

Zusammenfassung

The 2,2-dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) group was introduced to synthetic carbohydrate chemistry as a protecting group (PG) for the first time. Benefiting from a unique chemical structure and novel deprotection conditions, the DMNPA group can be cleaved rapidly and mutually orthogonal to other PGs. Orchestrated application of the DMNPA group with other PGs led to the highly efficient synthesis of the glycan of thornasterside A.

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540 Chemie

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ISO 690LIU, Hui, Si-Yu ZHOU, Guo-En WEN, Xu-Xue LIU, De-Yong LIU, Qing-Ju ZHANG, Richard R. SCHMIDT, Jian-Song SUN, 2019. The 2,2-Dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) Group : A Novel Protecting Group in Carbohydrate Chemistry. In: Organic Letters. American Chemical Society (ACS). 2019, 21(19), pp. 8049-8052. ISSN 1523-7060. eISSN 1523-7052. Available under: doi: 10.1021/acs.orglett.9b03025
BibTex
@article{Liu2019-10-0422Dim-48954,
  year={2019},
  doi={10.1021/acs.orglett.9b03025},
  title={The 2,2-Dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) Group : A Novel Protecting Group in Carbohydrate Chemistry},
  number={19},
  volume={21},
  issn={1523-7060},
  journal={Organic Letters},
  pages={8049--8052},
  author={Liu, Hui and Zhou, Si-Yu and Wen, Guo-En and Liu, Xu-Xue and Liu, De-Yong and Zhang, Qing-Ju and Schmidt, Richard R. and Sun, Jian-Song}
}
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