Allene epoxidation. Isolation of a 1, 4-dioxaspiro [2.2] pentane derivative

JK Crandall, WH Machleder…

Index: Crandall,J.K. et al. Journal of the American Chemical Society, 1968 , vol. 90, p. 7346 - 7347

Full Text: HTML

Citation Number: 34

Abstract

We have recently postulated the existence of allene oxide la and spiro dioxide 2a as unisolated reactive intermediates in the peracid oxidation of tetramethylallene.'These species were invoked to provide a rational basis for the array of products (3a-6a) which was obtained from this reaction. Substantial supporting evidence for this proposal is herein presented by virtue of the isolation and characterization of 5-t-butyl-2, 2-dimethyl-1, 4- ...

Related Articles:

Reduction of propargylic chlorides with tri-n-butyltin hydride. The ambident behavior of propargylic radicals

[Fantazier,R.M.; Poutsma,M.L. Journal of the American Chemical Society, 1968 , vol. 90, p. 5490 - 5498]

The far-ultraviolet photochemistry of alkylcyclopropenes in solution

[Fahie, Brian J.; Leigh, William J. Canadian Journal of Chemistry, 1989 , vol. 67, p. 1859 - 1867]

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]

Reduction of propargylic chlorides with tri-n-butyltin hydride. The ambident behavior of propargylic radicals

[Fantazier,R.M.; Poutsma,M.L. Journal of the American Chemical Society, 1968 , vol. 90, p. 5490 - 5498]

A new synthesis of allenic hydrocarbons from tertiary 2??propynyl sulfinates and organocopper (I) compounds. Evidence for a syn??l, 3??substitution pattern in the steroid …

[Vermeer,P. et al. Recueil des Travaux Chimiques des Pays-Bas, 1978 , vol. 97, p. 56 - 58]

More Articles...