31033-23-5Relevant academic research and scientific papers
PREPARATION AND 13C NMR CHARACTERIZATION OF γ,γ'-DISUBSTITUTED ALLYLLITHIUM COMPOUNDS
Bywater, S.,Lachance, P.,Black, P.
, p. 159 - 164 (1985)
Two γ,γ'-disubstituted derivatives of allyllithium have been prepared by the classical transmetallation route between phenyllithium and allyltriphenyltin derivatives.These compounds substituted with methyl and ethyl groups or methyl and neopentyl groups in the γ-position were studied by 13C NMR in diethyl ether and tetrahydrofuran.The results are compared with those previously reported for monosubstitution.Charge distributions are not greatly different but the trans configuration is more stable in the disubstituted derivatives.
SmI2-INDUCED HIGHLY REGIOSELECTIVE REDUCTION OF α,β-EPOXY ESTERS AND γ,δ-EPOXY-α,β-UNSATURATED ESTERS. AN EFFICIENT ROUTE TO OPTICALLY ACTIVE β-HYDROXY AND δ-HYDROXY ESTERS
Otsubo, Kenji,Inanaga, Junji,Yamaguchi, Masaru
, p. 4437 - 4440 (2007/10/02)
α,β-Epoxy esters were rapidly reduced at room temperature to yield β-hydroxy esters with retention of the configurations at the β-carbon atoms by using SmI2-THF-HMPA system in the presence of N,N-dimethylaminoethanol (DMAE).The conditions were successfully applied to the synthesis of vinylogous δ-hydroxy esters.
Mevalonic acid analogs as inhibitors of cholesterol biosynthesis
DeBold,Elwood
, p. 1007 - 1010 (2007/10/02)
A series of 20 mevalonic acid analogs were synthesized and tested for their ability to inhibit cholesterol biosynthesis from [2-14C]-mevalonate in rat liver homogenates. Removal of the 5-hydroxyl group from mevalonic acid produced an active inhibitor, 3-hydroxy-3-methylpentanoic acid. Removal of the 3-hydroxyl group, addition of an aromatic group in the 3-position, or insertion of a double bond reduced inhibitory activity. Compounds with an aromatic group or halide on the 5-position were active inhibitors. The most active inhibitor was 5-phenylpentanoic acid, with 50% inhibition at 0.064 mM.
