The Journal of Organic Chemistry

Elimination of tertiary. alpha. hydrogens from tosylhydrazones with lithium diisopropylamide: preparation of trisubstituted alkenes

KJ Kolonko, RH Shapiro

Index: Kolonko,K.J.; Shapiro,R.H. Journal of Organic Chemistry, 1978 , vol. 43, p. 1404 - 1408

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Citation Number: 39

Abstract

Yield obtained by GC standard method. b Product isolated by distillation. C Product isolated by column chromatography. cis/trans ratio observed in the formation of 1, 2-diphenyl- lpropene also appears to be the result of some isomerization since higher ratios were observed using ether solvent. 1 For this reason several other tosylhydrazones which would give stable products were tested with the LDA/TMEDA reactant. Table I1 shows the results ...