697751-93-2Relevant articles and documents
Total synthesis of bafilomycin A1
Kleinbeck, Florian,Fettes, Gabriela J.,Fader, Lee D.,Carreira, Erick M.
, p. 3598 - 3610 (2012/05/04)
A convergent synthesis of bafilomycin A1, a potent inhibitor of V-type ATPases, is presented. The synthesis relies on the zinc triflate mediated diastereoselective addition of a complex enyne to a sensitive aldehyde as the key fragment coupling. A ruthenium-catalyzed trans-reduction of the resulting propargylic enyne efficiently installs the required C10-C13 trans,trans-diene subunit, implementing an alternative strategy to traditional palladium-catalyzed cross-coupling strategies. A highly selective oxidation of a secondary hydroxyl group in a triol sets the stage for the completion of the synthesis. Copyright
The first enantioselective synthesis of the amino acid, (2S,3S,4R)-γ-hydroxyisoleucine using a palladium(ii) catalysed 3,3-sigmatropic rearrangement
Jamieson, Andrew G.,Sutherland, Andrew,Willis, Christine L.
, p. 808 - 809 (2007/10/03)
A synthetic route towards the synthesis of (2S,3S,4R)-γ- hydroxyisoleucine, the amino acid component of the natural product, funebrine has been developed using as the key step, a palladium(II) catalysed 3,3-sigmatropic rearrangement to create the (2S)-stereogenic centre.
Determination of the C-7,9,12,13,17 and 18 stereochemistries of tautomycetin. Synthesis of the tautomycetin degradation product
Dai, Jian-Ping,Sodeoka, Mikiko,Shibasaki, Masakatsu
, p. 491 - 494 (2007/10/02)
Syntheses of the degradation product 3 of tautomycetin (1) and its diastereoisomers have been achieved. Comparison of the spectral data of these diastereoisomers with those of the degradation product of natural 1 indicates that tautomycetin has the 7R,9S,12S,13S,17S,18R stereochemistry.
