Chemo-selective Rh-catalysed hydrogenation of azides into amines

Mattia Ghirardello; Helene Ledru; Abhijit Sau; M Carmen Galan

doi:10.1016/j.carres.2020.107948

Chemo-selective Rh-catalysed hydrogenation of azides into amines

Mattia Ghirardello, Helene Ledru, Abhijit Sau, M Carmen Galan

Research output: Contribution to journal › Article (Academic Journal) › peer-review

67 Downloads (Pure)

Abstract

Rh/Al2O3 can be used as an effective chemo-selective reductive catalyst that combines the mild conditions of catalytic hydrogenation with high selectivity for azide moieties in the presence of other hydrogenolysis labile groups such as benzyl and benzyloxycarbonyl functionalities. The practicality of this strategy is exemplified with a range of azide-containing carbohydrate and amino acid derivatives.

Original language	English
Pages (from-to)	107948
Number of pages	4
Journal	Carbohydrate Research
Volume	489
Early online date	6 Feb 2020
DOIs	https://doi.org/10.1016/j.carres.2020.107948
Publication status	E-pub ahead of print - 6 Feb 2020

Bibliographical note

Keywords

Rhodium catalysis
Azide reduction
Chemo-selective reduction
Protecting groups manipulation
Aminoglycosides

Access to Document

10.1016/j.carres.2020.107948

Full-text PDF (final published version)
This is the final published version of the article (version of record). It first appeared online via Elsevier at https://doi.org/10.1016/j.carres.2020.107948 . Please refer to any applicable terms of use of the publisher.
Final published version, 684 KBLicence: CC BY

Fingerprint Dive into the research topics of 'Chemo-selective Rh-catalysed hydrogenation of azides into amines'. Together they form a unique fingerprint.

1 Active

Chemo-enzymatic Production of Specialty Glycans.
Galan, M. C.
19/10/15 → 18/04/21
Project: Research

Cite this

@article{5dd699fa02ce45fe8b010e2bc607db40,

title = "Chemo-selective Rh-catalysed hydrogenation of azides into amines",

abstract = "Rh/Al2O3 can be used as an effective chemo-selective reductive catalyst that combines the mild conditions of catalytic hydrogenation with high selectivity for azide moieties in the presence of other hydrogenolysis labile groups such as benzyl and benzyloxycarbonyl functionalities. The practicality of this strategy is exemplified with a range of azide-containing carbohydrate and amino acid derivatives.",

keywords = "Rhodium catalysis, Azide reduction, Chemo-selective reduction, Protecting groups manipulation, Aminoglycosides",

author = "Mattia Ghirardello and Helene Ledru and Abhijit Sau and Galan, {M Carmen}",

note = "Copyright {\textcopyright} 2020. Published by Elsevier Ltd.",

year = "2020",

month = feb,

day = "6",

doi = "10.1016/j.carres.2020.107948",

language = "English",

volume = "489",

pages = "107948",

journal = "Carbohydrate Research",

issn = "0008-6215",

publisher = "Amsterdam:Elsevier",

}

TY - JOUR

T1 - Chemo-selective Rh-catalysed hydrogenation of azides into amines

AU - Ghirardello, Mattia

AU - Ledru, Helene

AU - Sau, Abhijit

AU - Galan, M Carmen

PY - 2020/2/6

Y1 - 2020/2/6

N2 - Rh/Al2O3 can be used as an effective chemo-selective reductive catalyst that combines the mild conditions of catalytic hydrogenation with high selectivity for azide moieties in the presence of other hydrogenolysis labile groups such as benzyl and benzyloxycarbonyl functionalities. The practicality of this strategy is exemplified with a range of azide-containing carbohydrate and amino acid derivatives.

AB - Rh/Al2O3 can be used as an effective chemo-selective reductive catalyst that combines the mild conditions of catalytic hydrogenation with high selectivity for azide moieties in the presence of other hydrogenolysis labile groups such as benzyl and benzyloxycarbonyl functionalities. The practicality of this strategy is exemplified with a range of azide-containing carbohydrate and amino acid derivatives.

KW - Rhodium catalysis

KW - Azide reduction

KW - Chemo-selective reduction

KW - Protecting groups manipulation

KW - Aminoglycosides

U2 - 10.1016/j.carres.2020.107948

DO - 10.1016/j.carres.2020.107948

M3 - Article (Academic Journal)

C2 - 32062397

VL - 489

SP - 107948

JO - Carbohydrate Research

JF - Carbohydrate Research

SN - 0008-6215

ER -

Chemo-selective Rh-catalysed hydrogenation of azides into amines

Abstract

Bibliographical note

Keywords

Access to Document

Chemo-enzymatic Production of Specialty Glycans.

Cite this