70588-46-4Relevant academic research and scientific papers
Asymmetric conjugate addition reaction using pyrazole derivatives as a chiral catalyst
Kashima, Choji,Yokoyama, Hiroyo,Shibata, Saori,Fujisawa, Kiyoshi,Nishio, Takehiko
, p. 717 - 719 (2007/10/03)
The conjugate addition of Grignard reagent (2) onto 1-(α,β -unsaturated)acyl 3,5-dimethylpyrazole (1) was enantioselectively catalyzed by the copper complex from cuprous compounds and 3-phenyl-l-menthopyrazole (3).
Stereochemistry of Carbenic 1,2-Vinyl Shifts
Kirmse, Wolfgang,Kopannia, Siegfried
, p. 1178 - 1184 (2007/10/03)
Various 1-phenylbut-3-enylidenes, (Ph)CCR2CH=CHR', were generated thermally and photolytically from tosylhydrazone (diazo) precursors. 1,2-Vinyl shifts, leading to 1,3-dienes, R′CH=CHC(Ph)=CR2, were found to predominate over γ-C-H insertion (R = Me) and to compete with 1,2-H shifts (R = H). Intramolecular addition to the double bond was detected in the case of R = R′ = Me. The resulting bicyclobutane is thermally stable and does not mediate the vinyl shift. Stereospecific migration of 1-propenyl groups (R′ = Me), with retention of configuration, was observed on thermolysis and direct photolysis of appropriate substrates. These data exclude the intervention of a triplet diradical and point to vinyl migration in the singlet manifold. Benzophenone-sensitized generation of the carbenes led to partial stereomutation but did not provide conclusive evidence for a triplet rearrangement (isomerization of the diene products could not be avoided under these conditions).
Reactions of Propargyl Alcohols. VII. Lithium Aluminium Hydride Reductions of 1-Methoxy-2-phenylpent-3-yn-2-ol, 1 Methoxy-3-phenylhex-4-yn-3-ol and 7-Methoxy-4-phenylhept-2-yn-4-ol
Blunt, John W.,Hartshorn, Michael P.,Soong, Lee Tin,Munro, Murray H. G.,Vannoort, Richard W.,Vaughan, John
, p. 1387 - 1398 (2007/10/02)
Lithium aluminium hydride reductions in ether solvents of 1-methoxy-2-phenylpent-3-yn-2-ol (7a), 1-methoxy-3-phenylhex-4-yn-3-ol (7b) and 7-methoxy-4-phenylhept-2-yn-4-ol (7c) are reported.Evidence for methoxy group participation in the reduction process
Synthesis of Isomerically Pure (E)- and (Z)-1,3-Disubstituted 1,3-Dienes
Mulzer, Johann,Bruentrup, Gisela,Kuehl, Uwe,Hartz, Georg
, p. 3453 - 3469 (2007/10/02)
The (E)-dienes 1a - p were prepared in >98percent purity by dehydrative decarboxylation of the corresponding 4,5-unsaturated 3-hydroxycarboxylic acids 3 with dimethylformamide dimethylacetal (11).The (Z)-isomers 6a - m were obtained by stereouncontrolled
Preparation and Stereochemistry of Some 1,1-Disubstituted Buta-1,3-dienes
Curry, Michael J.,Stevens, D.R.
, p. 1756 - 1760 (2007/10/02)
The preparation of five (E)- and five (Z)-1,1-disubstituted buta-1,3-dienes is described and their stereochemistry assigned.The effect of the Z-E isomerism on the chemical shifts in the 13C and 1H n.m.r. spectra is discussed.
