162084-63-1Relevant articles and documents
Regioselective synthesis of α-methyl 2-methyleneglutarate via a novel lactonization-elimination rearrangement
Hartley, David M.,Coward, James K.
, p. 372 - 374 (2006)
A facile route to the α-methyl ester of 2-methyleneglutarate via a three-step sequence from 3-hydroxymethylcyclopentene is described. Regioselective formation of the monoacid from a diester precursor proceeds via a novel fluoride-mediated, tandem deprotection/rearrangement of O-silyl 2-(hydroxymethyl)dimethylglutarate.
Synthesis of isopeptide epoxide peptidomimetics
Majumdar, Debatosh,Alexander, Matthew D.,Coward, James K.
scheme or table, p. 617 - 627 (2009/06/28)
Two epoxide-containing peptidomimetics of the isopeptide, glutamyl-γ-glutamate, have been synthesized via a route that should be generally applicable to the synthesis of isopeptide analogues in which an oxirane replaces the scissile peptide bond. Enzymes
Preparation of (R)-(2-cyclopentenyl)methanol and the first total synthesis of (8R,11R)-precapnelladiene
Maeda,Inouye
, p. 2880 - 2882 (2007/10/02)
Enantiometrically pure (R)-(2-cyclopentenyl)methanol (2) was prepared from ethyl 2-oxocyclopentanecarboxylate. Coupling of 2 with 4,4-dimethyl-3-phenylthio-2-cyclohexenone gave an enol ether, which was converted into (8R,11H)-precapnelladiene, [α](D)19 = -70.7°, in 6 steps.
