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Compelling evidence for a stepwise mechanism of the alkaline cyclisation of uridine 3 '-phosphate esters

Lonnberg, H., Stromberg, R., Williams, A. (2004) Compelling evidence for a stepwise mechanism of the alkaline cyclisation of uridine 3 '-phosphate esters. Organic & Biomolecular Chemistry, 2 (15). pp. 2165-2167. ISSN 1477-0520. (doi:10.1039/b406926a) (The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided) (KAR id:11014)

The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided.
Official URL:
https://doi.org/10.1039/b406926a

Abstract

A Bronsted graph with a convex break at pK(a) (Lg) = 12.58 provides compelling evidence for an intermediate in the alkaline cyclisation of uridine 3'-phosphate esters. The transient pentacoordinated oxyphosphorane dianion intermediate collapses to reactant and cyclic uridine 2', 3'-monophosphate faster than it can pseudo-rotate and isomerise to the 2'-isomer.

Item Type: Article
DOI/Identification number: 10.1039/b406926a
Additional information: 36 ROYAL SOC CHEMISTRY 841UP
Subjects: Q Science
Divisions: Divisions > Division of Natural Sciences > Physics and Astronomy
Depositing User: Maggie Francis
Date Deposited: 25 Sep 2008 16:19 UTC
Last Modified: 16 Nov 2021 09:49 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/11014 (The current URI for this page, for reference purposes)

University of Kent Author Information

Williams, A..

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