Synlett 2024; 35(15): 1745-1762
DOI: 10.1055/a-2214-7557
account

Stereo- and Site-Selective Acylation in Carbohydrate Synthesis

Stephanie A. Blaszczyk
a   School of Pharmacy, University of Wisconsin-Madison, 777 Highland Ave, Madison, WI 53705, USA
b   Department of Chemistry, University of Wisconsin-Madison, 1101 University Ave, Madison, WI 53706, USA
,
Xiaolei Li
a   School of Pharmacy, University of Wisconsin-Madison, 777 Highland Ave, Madison, WI 53705, USA
,
Peng Wen
a   School of Pharmacy, University of Wisconsin-Madison, 777 Highland Ave, Madison, WI 53705, USA
,
Weiping Tang
a   School of Pharmacy, University of Wisconsin-Madison, 777 Highland Ave, Madison, WI 53705, USA
b   Department of Chemistry, University of Wisconsin-Madison, 1101 University Ave, Madison, WI 53706, USA
› Author Affiliations
S.A.B. was funded by the NSF GRFP and the NIH Chemistry-Biology Interface training grant (T32 GM008505). W.T. thanks the NIH (U01 GM125290 and R35 GM148266) for financial support.


Abstract

Carbohydrates are synthetically challenging molecules with vital biological roles in all living systems. To better understand the biological functions of this fundamentally important class of molecules, novel methodologies are needed, including site-selective functionalization and glycosylation reactions. This account describes our efforts toward the development of novel methodologies for site-selective functionalization of carbohydrates and stereoselective glycosylation through various acylation reactions.



Publication History

Received: 21 October 2023

Accepted after revision: 20 November 2023

Accepted Manuscript online:
20 November 2023

Article published online:
10 January 2024

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