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Analysis of institutional authors

Uriel, CAuthor

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May 29, 2023
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Reciprocal donor acceptor selectivity (RDAS): A new concept for "matching" donors with acceptors

Publicated to: Canadian Journal of Chemistry. 80 (8): 1075-1087 - 2002-08-01 80(8), DOI: 10.1139/V02-137

Authors:

Fraser-Reid, B; Lopez, JC; Radhakrishnan, KV; Mach, M; Schlueter, U; Gomez, A; Uriel, C
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Affiliations

- Author

Abstract

Lemieux's extensive work on replacement reactions at the anomeric center helped to establish the fact that the O-2-protecting group of a donor exerts powerful control over stereoselectivity in glycoside coupling reactions. This manuscript shows that the O-2-protecting group of a donor also exerts powerful, indeed sometimes total, control over regioselectivity in glycosidation of diols. The latter acceptors also exhibit preferences over the donor, thereby providing evidence for the concept of reciprocal donor acceptor selectivity (RDAS). The latter concept is put to the test by simultaneously presenting an acceptor diol with equivalent amounts of two donors, in the hope of achieving double differential glycosidation leading to one-pot assembly of a trisaccharide. When the pair of donors did not conform to RDAS principles the reaction did not proceed beyond a dissacharide. However, when the pair was RDAS sanctioned, a single trisaccharide (out of four possibilities) was obtained.
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Keywords

AlphaArmed and disarmed donorsBuilding unitsChemical-synthesisConformational-analysisD-galactopyranosidesDi- and trioxolenium ionsGlycosidationGlycosylidene carbenesHydroxy-groupsOligosaccharidesOxocarbenium ionReactivitiesRegiocontrolled glycosidation

Quality index

Bibliometric impact. Analysis of the contribution and dissemination channel

The work has been published in the journal Canadian Journal of Chemistry due to its progression and the good impact it has achieved in recent years, according to the agency Scopus (SJR), it has become a reference in its field. In the year of publication of the work, 2002, it was in position , thus managing to position itself as a Q1 (Primer Cuartil), in the category Chemistry (Miscellaneous).

Independientemente del impacto esperado determinado por el canal de difusión, es importante destacar el impacto real observado de la propia aportación.

Según las diferentes agencias de indexación, el número de citas acumuladas por esta publicación hasta la fecha 2026-04-06:

  • WoS: 29
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Impact and social visibility

From the perspective of influence or social adoption, and based on metrics associated with mentions and interactions provided by agencies specializing in calculating the so-called "Alternative or Social Metrics," we can highlight as of 2026-04-06:

  • The use of this contribution in bookmarks, code forks, additions to favorite lists for recurrent reading, as well as general views, indicates that someone is using the publication as a basis for their current work. This may be a notable indicator of future more formal and academic citations. This claim is supported by the result of the "Capture" indicator, which yields a total of: 15 (PlumX).
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Leadership analysis of institutional authors

There is a significant leadership presence as some of the institution’s authors appear as the first or last signer, detailed as follows: Last Author (Uriel Arias, Clara).

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Project objectives

Los objetivos perseguidos en esta aportación se centran en profundizar en la selectividad recíproca entre donantes y aceptores en reacciones de glicosilación. Se pretende analizar el control que ejerce el grupo protector O-2 del donante sobre la regioselectividad en la glicosilación de dioles, evaluar las preferencias de los aceptores hacia los donantes, determinar la validez del concepto de selectividad recíproca donante-aceptor (RDAS) mediante reacciones simultáneas con dos donantes, caracterizar la capacidad de RDAS para guiar la síntesis diferencial en un solo paso de trisacáridos, y validar experimentalmente que la conformidad con RDAS es necesaria para la formación selectiva de trisacáridos frente a disacáridos.
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Most relevant results

El estudio presenta resultados clave sobre la selectividad recíproca entre donantes y aceptores en reacciones de glicosilación. Primero, se confirma que el grupo protector O-2 del donante controla de manera significativa la regioselectividad en la glicosilación de dioles. Segundo, los dioles aceptores muestran preferencias específicas hacia los donantes, evidenciando el concepto de selectividad recíproca (RDAS). Tercero, al exponer un diol aceptador a cantidades equivalentes de dos donantes, se logró la ensambladura en una sola etapa de un trisacárido cuando los donantes cumplían con los principios RDAS. Finalmente, cuando los donantes no respetaron RDAS, la reacción se detuvo en la formación de un disacárido, demostrando la importancia de este concepto para la síntesis selectiva.
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