Literature DB >> 15960539

Versatile use of ytterbium(III) triflate and acid washed molecular sieves in the activation of glycosyl trifluoroacetimidate donors. Assemblage of a biologically relevant tetrasaccharide sequence of Globo H.

Matteo Adinolfi1, Alfonso Iadonisi, Alessandra Ravidà, Marialuisa Schiattarella.   

Abstract

The nonreducing tetrasaccharide terminus of Globo H has been assembled in good yield and excellent stereocontrol exclusively by using mild and moisture stable agents such as Yb(OTf)(3) and acid washed molecular sieves for the activation of glycosyltrifluoroacetimidate donors in the glycosylation steps.

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Year:  2005        PMID: 15960539     DOI: 10.1021/jo050301x

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Chemical Synthesis of the Tumor-Associated Globo H Antigen.

Authors:  Satadru S Mandal; Guochao Liao; Zhongwu Guo
Journal:  RSC Adv       Date:  2015-01-01       Impact factor: 3.361

Review 2.  Glucuronidated Flavonoids in Neurological Protection: Structural Analysis and Approaches for Chemical and Biological Synthesis.

Authors:  Maite Docampo; Adiji Olubu; Xiaoqiang Wang; Giulio Pasinetti; Richard A Dixon
Journal:  J Agric Food Chem       Date:  2017-08-21       Impact factor: 5.279

3.  Multi-component one-pot synthesis of the tumor-associated carbohydrate antigen Globo-H based on preactivation of thioglycosyl donors.

Authors:  Zhen Wang; Luyuan Zhou; Kheireddine El-Boubbou; Xin-shan Ye; Xuefei Huang
Journal:  J Org Chem       Date:  2007-07-21       Impact factor: 4.354

4.  Synthesis of Gb3 Glycosphingolipids with Labeled Head Groups: Distribution in Phase-Separated Giant Unilamellar Vesicles.

Authors:  Jeremias Sibold; Katharina Kettelhoit; Loan Vuong; Fangyuan Liu; Daniel B Werz; Claudia Steinem
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-21       Impact factor: 15.336

  4 in total

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