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(1′S,2R,3R)-3-(1′-terf-Butyldimethylsilyloxy-1′- phenylmethyl)-2-(4″-methylphenylthio)-2-nitrooxirane

Lookup NU author(s): Emeritus Professor Bill CleggORCiD, Dr Mark Elsegood


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The title compound, C22H29NO4SSi, displays an anomeric effect in the marked shortening of one C-O bond relative to the other in the oxirane ring, concomitantly weakening the C-S bond to the arylthio substituent. This correlates with the selective reactivity of nucleophiles at the C atom having the longer C-O bond. The absolute configuration has been determined from anomalous scattering effects. © 2003 International Union of Crystallography Printed in Great Britain - all rights reserved.

Publication metadata

Author(s): Clegg W, Elsegood MRJ

Publication type: Article

Publication status: Published

Journal: Acta Crystallographica Section E: Structure Reports Online

Year: 2003

Volume: 59

Issue: 7

Pages: o1070-o1072

Print publication date: 01/07/2003

ISSN (print): 1600-5368

ISSN (electronic):

Publisher: Wiley-Blackwell Publishing


DOI: 10.1107/S1600536803014326


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