4.6 Article

The total synthesis of rhynchosporosides via orthogonal one-pot glycosylation and stereoselective α-glycosylation strategies

期刊

ORGANIC & BIOMOLECULAR CHEMISTRY
卷 20, 期 34, 页码 6755-6758

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob01243j

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资金

  1. CAS Pioneer Hundred Talents Program [2017-128]
  2. Key Project of the Natural Science Foundation of Yunnan Province [202101AS070030]
  3. National Natural Science Foundation of China [21907097]
  4. Young Talents Project of High-level Talent Introduction Program of Yunnan Province, State Key Laboratory of Phytochemistry and Plant Resources in West China [P2021-ZZ02]
  5. Kunming Institute of Botany

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Efficient and collective synthesis of rhynchosporosides, which cause scald diseases, has been achieved through an orthogonal one-pot glycosylation strategy based on PTFAI glycosylation, Yu glycosylation, and PVB glycosylation. This strategy incorporates reagent modulation and remote anchimeric assistance (RMRAA) alpha-glucosylation strategies, overcoming issues encountered in thioglycoside-based orthogonal one-pot glycosylation and streamlining glycan chemical synthesis.
The efficient and collective synthesis of rhynchosporosides causing scald diseases has been achieved, which features orthogonal one-pot glycosylation on the basis of PTFAI glycosylation, Yu glycosylation, and PVB glycosylation and merging reagent modulation and remote anchimeric assistance (RMRAA) alpha-glucosylation strategies. The issues inherent to the thioglycoside-based orthogonal one-pot glycosylation strategy, such as aglycone transfer, have been precluded by this orthogonal one-pot glycosylation strategy, which can streamline glycan chemical synthesis.

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