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The Use of NMR Chemical Shifts to Predict Reaction Pathways: Methanol Formation from Oxazolidinones
Author(s) -
Fröhlich Jörg,
Berger Stefan
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200701036
Subject(s) - chemistry , methanol , chemical shift , carbon 13 nmr , proton nmr , reduction (mathematics) , chemical reduction , organic chemistry , computational chemistry , stereochemistry , combinatorial chemistry , medicinal chemistry , geometry , mathematics , electrode , electrochemistry
The reduction of various N ‐substituted oxazolidin‐2‐ones with LiAlH 4 was investigated to open a pathway for methanol formation. By 15 N and 13 C NMR analysis and correlation with Hammett σ p parameters appropriate substituents can be found which direct the reduction into the desired pathway. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
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