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Saturation transfer and chemical exchange measurements of the stereochemical drift occurring during the Wittig reaction

✍ Scribed by Aurelia Pascariu; Mircea Mracec; Stefan Berger


Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
234 KB
Volume
43
Category
Article
ISSN
0749-1581

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✦ Synopsis


The Wittig reaction of butylidenetriphenylphosphorane with benzaldehyde using LiHMDS as base in THF was studied. The stereochemical drift (different ratio obtained in alkenes versus oxaphosphetane intermediates) was followed by low-temperature 1D NMR techniques. A retro-Wittig reaction is demonstrated using 13C and 31P saturation transfer experiments and homonuclear DPFGSE-ROE techniques.