4.8 Article

A One-Pot Synthesis of Glycans and Nucleosides Based on ortho-(1-Phenylvinyl)benzyl Glycosides

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ORGANIC LETTERS
卷 23, 期 21, 页码 8257-8261

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02998

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资金

  1. Key Project of the Natural Science Foundation of Yunnan Province [202101AS070030]
  2. State Key Laboratory of Phytochemistry and Plant Resources in West China [P2020-ZZ05, P2018-ZZ02]
  3. CAS Pioneer Hundred Talents Program [2017-128]
  4. Kunming Institute of Botany

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The study presents a one-pot glycosylation strategy for synthesizing both glycans and nucleosides based on ortho-(1-phenylvinyl)benzyl glycosides. It offers several advantages such as no aglycon transfers, no interference of departing species, and no unpleasant odor, and allows for the construction of up to four different glycosidic linkages.
One-pot synthesis of both glycans and nucleosides remains rare and challenging. Herein, we report a one-pot glycosylation strategy for glycans and nucleosides synthesis based on ortho-(1-phenylvinyl)benzyl glycosides, which has several advantages, including no aglycon transfers, no undesired interference of departing species, no unpleasant odor, and up to the construction of four different glycosidic linkages.

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