108535-84-8Relevant academic research and scientific papers
An NMR strategy for determination of configuration of remote stereogenic centers: 3-methylcarboxylic acids
Hoye, Thomas R.,Koltun, Dmitry O.
, p. 4638 - 4643 (1998)
A method has been developed for determining the absolute configuration of carboxylic acids bearing a methyl substituent at C(3). A series of 1-arylethylamide derivatives of such acids was prepared in which both the amine- and acid-derived portions were of
Syntheses of the Sex-Attractant of Pine Sawfies
Kikukawa, Tadashi,Imaida, Motomasa,Tai, Akira
, p. 1954 - 1960 (2007/10/02)
In order to establish the stereochemistry of the sex attractant of various species of pine sawflies, (2S,3R,7R)-, (2S,3R,7S)- and (2S,3S,7S)-2-acetoxy- and 2-propionyloxy-3,7-dimethylpentadecane were synthesized.The alcohol moiety of each pheromone was prepared by the coupling of Grignard reagent of C12 block with tosylate of C5 block.The C12 block, (R)- and (S)-1-bromo-2-methylundecane, were prepared from (R)-(+)-pulegone.The C5 block, (2R,3S)- or (2S,3S)-2-methyl-3-tetrahydropyranyloxy-1-(tosyloxy)butane, were derived from (2S,3S)- or (2R,3S)-2-methyl-3-hydroxy butyric acid prepared by the enantio-differentiating hydrogenation of methyl 2-methyl-3-oxobutyrate over the asymmetrically modified nickel catalyst.
