62994-89-2Relevant articles and documents
CYCLIZATION OF ACYCLIC ISOPRENOIDS. III. MOLECULAR REARRANGEMENTS OF PSEUDODAMASCONES AND GERANATE ESTERS
Gavrilyuk, O. A.,Korchagina, D. V.,Bagryanskaya, I. Yu.,Gatilov, Yu. V.,Kron, A. A.,Barkhash, V. A.
, p. 1877 - 1890 (2007/10/02)
Experimental evidence is offered for the first time to support the scheme of the cationoid molecular rearrangements of pseudodamascones and geranate esters with the detection of intermediate carbocations.Comparison of the behaviour of isomeric pseudodamascones and pseudoionones in superacids revealed the effect of structural modification on the mechanisms of the cationoid rearrangements of these conjugated ketones.In the case of geranate esters, the effect of the configuration of a conjugated double bond on the structure of the initial electrophilic cyclization products was shown.