Conformationally Constrained Glycosyl Donors as Tools to Control Glycosylation Outcomes

Robin A Jeanneret; Simon E Johnson; M Carmen Galan

doi:10.1021/acs.joc.0c02045

Conformationally Constrained Glycosyl Donors as Tools to Control Glycosylation Outcomes

Robin A Jeanneret, Simon E Johnson, M Carmen Galan^*

^*Corresponding author for this work

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Abstract

The stereoselective synthesis of oligosaccharides remains one of the biggest challenges in carbohydrate chemistry. Many factors, including reaction conditions and the type of glycosyl donor and acceptor used, can affect the outcome of glycosylation reactions. In this Perspective, we discuss methods aimed to control the reactivity and stereoselectivity of glycosylation reactions using conformationally constrained glycosyl donors, with a focus on more recently developed chemistry.

Original language	English
Number of pages	26
Journal	Journal of Organic Chemistry
Volume	(2020)
Early online date	26 Oct 2020
DOIs	https://doi.org/10.1021/acs.joc.0c02045
Publication status	E-pub ahead of print - 26 Oct 2020

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This is the author accepted manuscript (AAM). The final published version (version of record) is available online via American Chemical Society at https://doi.org/10.1021/acs.joc.0c02045 . Please refer to any applicable terms of use of the publisher.
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title = "Conformationally Constrained Glycosyl Donors as Tools to Control Glycosylation Outcomes",

abstract = "The stereoselective synthesis of oligosaccharides remains one of the biggest challenges in carbohydrate chemistry. Many factors, including reaction conditions and the type of glycosyl donor and acceptor used, can affect the outcome of glycosylation reactions. In this Perspective, we discuss methods aimed to control the reactivity and stereoselectivity of glycosylation reactions using conformationally constrained glycosyl donors, with a focus on more recently developed chemistry.",

author = "Jeanneret, {Robin A} and Johnson, {Simon E} and Galan, {M Carmen}",

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AU - Jeanneret, Robin A

AU - Johnson, Simon E

AU - Galan, M Carmen

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Y1 - 2020/10/26

N2 - The stereoselective synthesis of oligosaccharides remains one of the biggest challenges in carbohydrate chemistry. Many factors, including reaction conditions and the type of glycosyl donor and acceptor used, can affect the outcome of glycosylation reactions. In this Perspective, we discuss methods aimed to control the reactivity and stereoselectivity of glycosylation reactions using conformationally constrained glycosyl donors, with a focus on more recently developed chemistry.

AB - The stereoselective synthesis of oligosaccharides remains one of the biggest challenges in carbohydrate chemistry. Many factors, including reaction conditions and the type of glycosyl donor and acceptor used, can affect the outcome of glycosylation reactions. In this Perspective, we discuss methods aimed to control the reactivity and stereoselectivity of glycosylation reactions using conformationally constrained glycosyl donors, with a focus on more recently developed chemistry.

U2 - 10.1021/acs.joc.0c02045

DO - 10.1021/acs.joc.0c02045

M3 - Article (Academic Journal)

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SN - 0022-3263

VL - (2020)

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

ER -

Conformationally Constrained Glycosyl Donors as Tools to Control Glycosylation Outcomes

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