Bismuth(V)-mediated thioglycoside activation

Manibarsha Goswami; Arkady Ellern; Nicola L.B. Pohl

doi:10.1002/anie.201304099

Bismuth(V)-mediated thioglycoside activation

Manibarsha Goswami, Arkady Ellern, Nicola L.B. Pohl

Chemistry (Twin Cities)

Research output: Contribution to journal › Article › peer-review

62 Scopus citations

Abstract

A straightforward method utilizing a bismuth(V) compound was developed for the activation of thiopropylglycosides for coupling to various acceptors; good to excellent yields were obtained without applying additional additives/co-promoters. The method does not require low temperatures, is applicable to a wide variety of carbohydrates, and tolerates different functional groups including alkenes.

Original language	English (US)
Pages (from-to)	8441-8445
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	52
Issue number	32
DOIs	https://doi.org/10.1002/anie.201304099
State	Published - Aug 5 2013

Keywords

Lewis acids
bismuth
carbohydrates
glycosylation
synthetic methods

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10.1002/anie.201304099

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abstract = "A straightforward method utilizing a bismuth(V) compound was developed for the activation of thiopropylglycosides for coupling to various acceptors; good to excellent yields were obtained without applying additional additives/co-promoters. The method does not require low temperatures, is applicable to a wide variety of carbohydrates, and tolerates different functional groups including alkenes.",

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AU - Ellern, Arkady

AU - Pohl, Nicola L.B.

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KW - bismuth

KW - carbohydrates

KW - glycosylation

KW - synthetic methods

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ER -

Bismuth(V)-mediated thioglycoside activation

Abstract

Keywords

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