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Issue 20, 2020
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Total synthesis of tricolorin A via interrupted Pummerer reaction-mediated glycosylation and one-pot relay glycosylation

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Abstract

Tricolorin A, a bioactive resin glycoside, was synthesized stepwise or in one pot based on interrupted Pummerer reaction-mediated (IPRm) glycosylation. The stepwise synthesis adopted a [2 + 2] assembly sequence, and all of the glycosidic bonds were constructed efficiently by IPRm glycosylation. The one-pot synthesis employed our recently developed one-pot relay glycosylation strategy, in which two different glycosidic bonds were sequentially connected with only one equivalent of external activator.

Graphical abstract: Total synthesis of tricolorin A via interrupted Pummerer reaction-mediated glycosylation and one-pot relay glycosylation

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Supplementary files

Article information


Submitted
10 Mar 2020
Accepted
06 Apr 2020
First published
06 Apr 2020

Org. Biomol. Chem., 2020,18, 3818-3822
Article type
Communication

Total synthesis of tricolorin A via interrupted Pummerer reaction-mediated glycosylation and one-pot relay glycosylation

J. Sun, J. Fang, X. Xiao, L. Cai, X. Zhao, J. Zeng and Q. Wan, Org. Biomol. Chem., 2020, 18, 3818
DOI: 10.1039/D0OB00513D

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