Mass spectrometry in structural and stereochemical problems. CCVIII. Effect of double bonds upon the McLafferty rearrangement of carbonyl compounds

JR Dias, YM Sheikh, C Djerassi

Index: Dias,J.R. et al. Journal of the American Chemical Society, 1972 , vol. 94, p. 473 - 481

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Citation Number: 6

Abstract

Abstract: The present study is concerned with an evaluation of the effect that a nonconjugated double bond can exert on the well-known fragmentation behavior of carbonyl compounds. Through examination of suitable model compounds and labeled analogs it was demonstrated that double bond migration to the 8, e position (with respect to the carbonyl groups) is favored and leads to a McLafferty rearrangement with charge ...