87226-66-2Relevant academic research and scientific papers
Total synthesis of proinflammatory dihydro-12-KETE metabolites
Wang, Steven S.,Shi, Xiao-Xin,Powell, William S.,Tieman, Tamara,Feinmark, Steven J.,Rokach, Joshua
, p. 513 - 516 (1995)
The first total synthesis of the 10,11-dihydro-12-ketoeicosaretraenoic acid (10,11-dihydro-12-KETE) 5, a proinflammatory metabolite of 12-KETE is reported. In addition, the total synthesis of two other potential metabolites of 12-KETE, namely 8,11-dihydro-12-KETE 6 and 8,9-dihydro 12-KETE 7, is also described. These three synthetic compounds are aimed at investigating a new biosynthetic reductive pathway for 12-hydroxyeicosatetraenoic acid (12-HETE) and 12-KETE.
Design of a radical translocation step through 1,n (n = 5, 6, 7) hydrogen transfers for incorporation into new radical cascades
Gross, Alexandre,Fensterbank, Louis,Bogen, Stephane,Thouvenot, Rene,Malacria, Max
, p. 13797 - 13810 (1997)
The scope and limitations in the 1,n (n = 5, 6, 7) hydrogen transfers from homoallyl radicals of type 10 have been delineated. Encouraging results have notably been obtained with a dioxolane on the side chain to promote a 1,6-H transfer and with a TBS ether to promote a 1,5-H transfer.
Synthesis of 9- and 10-membered rings by the intramolecular Michael addition of malonate on enone and ynone
Deslongchamps, Pierre,Roy, Bernard L.
, p. 2068 - 2075 (2007/10/02)
The base-catalysed (Cs2CO3 in THF/DMF) intramolecular Michael addition of β-ketoester-ynones 7-10 and -enone 11 is reported.Macrocyclization (Table 1), which produced the corresponding medium rings, was observed in 25-50percent yield.
Cyclisation of Alkynecarboxylic Acids: a Route to an Oxaspirolactone
Yamamoto, Makoto,Yoshitake, Makoto,Yamada, Kazutoshi
, p. 991 - 992 (2007/10/02)
Pent-4-ynoic acid, in various alcohols, was cyclised in the presence of yellow mercury(II) oxide to 4,5-dihydro-5-alkoxy-5-methylfuran-2(3H)-ones; 8-hydroxyoct-4-ynoic acid was also cyclised in dimethylformamide to 1,6-dioxaspirodecan-2-one in good y
