Ultrasound-assisted synthesis of C-glycosides

Dilip V. Jarikote; Ciaran O'Reilly; Paul V. Murphy

doi:10.1016/j.tetlet.2010.10.113

Ultrasound-assisted synthesis of C-glycosides

Dilip V. Jarikote, Ciaran O'Reilly, Paul V. Murphy

Infectious Disease

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

14 Citations (Scopus)

Abstract

A significant rate enhancement was observed in the preparation of allyl and allenyl-C-glycosides from glycosyl acetate or methyl O-glycoside precursors when ultrasound irradiation was employed as an energy source. The C-glycosides were obtained in 77-96% yields in <20 min using TMSOTf as promoter. These results show that sonication provides rapid and efficient access to useful C-glycoside-based building blocks.

Original language	English
Pages (from-to)	6776-6778
Number of pages	3
Journal	Tetrahedron Letters
Volume	51
Issue number	51
DOIs	https://doi.org/10.1016/j.tetlet.2010.10.113
Publication status	Published - 22 Dec 2010

Keywords

C-glycosides
Carbohydrates
Ultrasound

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10.1016/j.tetlet.2010.10.113

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title = "Ultrasound-assisted synthesis of C-glycosides",

abstract = "A significant rate enhancement was observed in the preparation of allyl and allenyl-C-glycosides from glycosyl acetate or methyl O-glycoside precursors when ultrasound irradiation was employed as an energy source. The C-glycosides were obtained in 77-96\% yields in <20 min using TMSOTf as promoter. These results show that sonication provides rapid and efficient access to useful C-glycoside-based building blocks.",

keywords = "C-glycosides, Carbohydrates, Ultrasound",

author = "Jarikote, \{Dilip V.\} and Ciaran O'Reilly and Murphy, \{Paul V.\}",

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T1 - Ultrasound-assisted synthesis of C-glycosides

AU - Jarikote, Dilip V.

AU - O'Reilly, Ciaran

AU - Murphy, Paul V.

PY - 2010/12/22

Y1 - 2010/12/22

N2 - A significant rate enhancement was observed in the preparation of allyl and allenyl-C-glycosides from glycosyl acetate or methyl O-glycoside precursors when ultrasound irradiation was employed as an energy source. The C-glycosides were obtained in 77-96% yields in <20 min using TMSOTf as promoter. These results show that sonication provides rapid and efficient access to useful C-glycoside-based building blocks.

AB - A significant rate enhancement was observed in the preparation of allyl and allenyl-C-glycosides from glycosyl acetate or methyl O-glycoside precursors when ultrasound irradiation was employed as an energy source. The C-glycosides were obtained in 77-96% yields in <20 min using TMSOTf as promoter. These results show that sonication provides rapid and efficient access to useful C-glycoside-based building blocks.

KW - C-glycosides

KW - Carbohydrates

KW - Ultrasound

UR - https://www.scopus.com/pages/publications/78649318867

U2 - 10.1016/j.tetlet.2010.10.113

DO - 10.1016/j.tetlet.2010.10.113

M3 - Article

SN - 0040-4039

VL - 51

SP - 6776

EP - 6778

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 51

ER -

Ultrasound-assisted synthesis of C-glycosides

Abstract

Keywords

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