86131-14-8Relevant academic research and scientific papers
Stereoselective synthesis of spiro tricyclic polyoxygenated compounds: Solvolytic behavior of 1-(Tosyloxymethyl)spiro[2.4]hepta-4,6-diene
Reynaud, Celine,Giorgi, Michel,Doucet, Henri,Santelli, Maurice
, p. 674 - 680 (2011)
The Diels-Alder reaction of spirobicyclic cyclopentadiene derivatives, prepared by reaction of cyclopentadienyllithium and epichlorohydrin, with maleic anhydride gave a simple access to spiro tricyclic polyoxygenated compounds of synthetic interest. The s
Studies of intramolecular Diels-Alder reactions: preparation of methyl spirohepta-4,6-dien-1-yl esters and their internal cycloaddition reactivity
Gallacher, Gerard,Ng, Ang Ser,Attah-Poku, Samuel K.,Antczak, Kazimierz,Alward, Sandra J.,et al.
, p. 1709 - 1716 (2007/10/02)
Different routes to the spirohepta-4,6-dien-1-yl esters 5,6,7,26, and 28 are described and their intramolecular Diels-Alder reactivity examined.A sidechain oxygen substituent is essential for cyclization although its exact role in the cycloaddition remains obscure.The trienes 5,6, and 28 cyclize to the tetracyclo1.7.04.6.06.10>undecenes 9, 10, and 30 which are useful synthetic intermediates for the preparation of sesquiterpenes.
THE INFLUENCE OF SIDECHAIN SUBSTITUENTS IN THE INTRAMOLECULAR DIELS-ALDER REACTION
Attah-Poku, Samuel K.,Gallacher, Gerard,Ng, Ang Ser,Taylor, Lorne E.B.,Alward, Sandra J.,Fallis, Alex G.
, p. 677 - 680 (2007/10/02)
The intamolecular Diels-Alder reactivity of a series of methyl 5-(spirohepta-4.6-dien-1-yl)-2-pentenoates is described.A sidechain oxygen substituent is essential for cyclization and the 1H nmr chemical shift of the β-dienophilic hydrogen provides a useful diagnostic guide to their cycloaddition potential.
