Total Synthesis and Proof of Structure of a Human Breast Tumor (Globo-H) Antigen

@article{Park1996TotalSA,
  title={Total Synthesis and Proof of Structure of a Human Breast Tumor (Globo-H) Antigen},
  author={T. Park and I. J. Kim and S. Hu and M. Bilodeau and J. Randolph and †‡ and Ohyun Kwon and S. Danishefsky},
  journal={Journal of the American Chemical Society},
  year={1996},
  volume={118},
  pages={11488-11500}
}
The total synthesis of the Hakomori MBr1 antigen, heavily expressed on human breast tumors, is related. The construction involved the assembly of four glycals:  (17 (twice), 18, 20, and 26) and an l-fucose derivative, 34. The sensitivity of the stereochemistry of sulfonamido galactosylation by a terminal galactose ring as a function of the state of protection status of its C4 alcohol was exploited in a key step. (See the formation of compound 51.) The synthesis served to confirm the Hakomori… Expand
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Effective sugar nucleotide regeneration for the large-scale enzymatic synthesis of Globo H and SSEA4.
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