Low-temperature characterization of the intermediates in the Wittig reaction

E Vedejs, GP Meier, KAJ Snoble

Index: Vedejs, E.; Meier, G. P.; Snoble, K. A. J. Journal of the American Chemical Society, 1981 , vol. 103, # 10 p. 2823 - 2831

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Citation Number: 170

Abstract

Abstract: Nonstabilized salt-free ylides react with aldehydes and nonhindered or strained ketones at-78 OC to give oxaphosphetanes. The Wittig intermediates can be observed by and 'H NMR techniques. In the presence of LiBr, betaine-lithium bromide adducts often precipitate from solution. The oxaphosphetane from PhCHO+ CH2= PPh3 reacts rapidly with LiBr to give a betaine-LiBr adduct, and the corresponding salt Ph, P+ CH2CHOHPh Br- ...

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