Solvolysis of vinyl triflates. Effect of alkyl substituents, solvents, and added nucleophiles

RH Summerville, CA Senkler…

Index: Summerville,R.H. et al. Journal of the American Chemical Society, 1974 , vol. 96, p. 1100 - 1110

Full Text: HTML

Citation Number: 42

Abstract

Abstract: Vinyl solvolyses are somewhat anomalous when compared with the behavior of saturated analogs. There is evidence of nucleophilic solvent involvement of alkyl-substituted vinyl substrates (m and l values are of intermediate magnitude and the effect of changes in solvent nucleophilicity at constant ionizing power is significant), but, in contrast, the carbonium ion character is high (p* is large for alkyl substitution) and added strong ...

Related Articles:

Reactions of 3-alkyl-and 3, 3-dialkyl-1-bromoallenes with organocuprates: Effects of the nature of the cuprate reagent on the regio-and stereoselectivity

[Caporusso, Anna Maria; Polizzi, Carmela; Lardicci, Luciano Tetrahedron Letters, 1987 , vol. 28, # 48 p. 6073 - 6076]

Metalation reactions—XIV: The generality of the 1.3-Sigmatropic shift of hydrogen in allenyllithium compounds

[Klein,J.; Becker,J.Y. Tetrahedron, 1972 , vol. 28, p. 5387 - 5392]

More Articles...