85696-92-0Relevant academic research and scientific papers
The Acid-catalysed Cyclisation of Methyl 1-(3-Oxobutyl)-2-oxocyclopentanecarboxylate: X-Ray Analysis of the Product
Evans, Elizabeth H.,Hewson, Alan T.,March, Lorraine A.,Nowell, Ian W.
, p. 1342 - 1343 (1982)
An X-ray analysis confirm that the acid-catalysed cyclisation of methyl 1-(3-oxobutyl)-2-oxocyclopentanecarboxylate leads to the formation of methyl 5-methyl-7-oxo-6-oxabicyclononane-1-carboxylate via a rearrangement reaction.
SYNTHESIS OF STABLE ANALOGUES OF TXA2
Evans, Elizabeth H.,Hewson, Alan T.,March, Lorraine A.,Nowell, Ian W.,Wadsworth, Alan H.
, p. 137 - 150 (2007/10/02)
Intramolecular aldol condensations and intramolecular Lewis acid-catalysed alkylations are used in approaches to substituted bicyclononanes and bicyclooctanes, specifically the oxo esters ( 7 ), ( 8 ), and ( 9 ).A ring expansion to a cycloheptane derivative is observed on treatment of the cyclopentyl derivative ( 18 ) with acid, and the bicyclodecane and bicyclononane derivatives ( 34 ) and ( 36 ) are obtained from the prenyl derivatives ( 30 ) and ( 35 ) respectively.The oxo esters ( 7 ), (8 ), and ( 9 ) are converted into the stable TXA2 analogues ( 10 ), ( 11 ), and ( 12 ) respectively, by a series of reactions which involve stereospecific functionalisation of their ketone and ester groups.
Methyl 4-Oxothiolane-3-carboxylate and Methyl 2-Methyl-4-oxothiolane-3-carboxylate Anions as Synthetic Equivalents of α-Acrylate and α-Crotonate Anions. Formal Synthesis of Integerrinecic Acid
Baraldi, Pier Giovanni,Guarneri, Mario,Pollini, Gian Piero,Simoni, Daniele,Barco, Achille,Benetti, Simonetta
, p. 2501 - 2505 (2007/10/02)
The base-promoted fragmentation of the C-alkylation products (6a-h) and (8a-e) of methyl 4-oxothiolane-3-carboxylate (4) and methyl 2-methyl-4-oxothiolane-3-carboxylate (5) gave good yields of the α-substituted acrylates (7a-h) and α-substituted crotonate
