| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1383389 | Carbohydrate Research | 2016 | 5 Pages |
•Concise synthesis of the 2-deoxy trisaccharide glycal has been accomplished.•Stereoselective construction of 2-deoxy β-disaccharide is achieved via anomeric O-alkylation.•A concomitant debenzylation and elimination strategy is utilized for the synthesis of glycal.
Synthesis of the 2-deoxy trisaccharide glycal of antitumor antibiotics landomycins A and E has been described. The synthesis involves an anomeric O-alkylation for the synthesis of 2-deoxy β-linked disaccharide, a tert-butyldimethylsilyl triflate-catalyzed α-selective L-rhodinosylation, and a lithium 4,4′-di-tert-butylbiphenyl-mediated reductive debenzylation and concomitant reductive lithiation-elimination for the production of the 2-deoxy trisaccharide glycal.
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