603040-99-9Relevant academic research and scientific papers
Polyoxygenated Tertiary Alcohols: A Kiyooka Approach
Lücke, Daniel,Kalesse, Markus
, p. 10080 - 10083 (2019/07/18)
A Kiyooka aldol approach for the stereoselective synthesis of tertiary alcohols is presented. This approach allows for the incorporation of different substituents at all three remaining positions at the chiral center bearing the tertiary alcohol. To demon
Chondramide C: Synthesis, configurational assignment, and structure-activity relationship studies
Eggert, Ulrike,Diestel, Randi,Sasse, Florenz,Jansen, Rolf,Kunze, Brigitte,Kalesse, Markus
supporting information; scheme or table, p. 6478 - 6482 (2009/03/11)
(Chemical Equation Presented) Two solutions for one problem: Of the four isomers of chondramide C synthesized, the two shown in the scheme exhibit nearly the same conformation of the peptide segment and consequently unfold equal biological activities.
Convergent total synthesis of (+)-mycalamide A
Kagawa, Natsuko,Ihara, Masataka,Toyota, Masahiro
, p. 6796 - 6805 (2007/10/03)
The details of a convergent total synthesis of (+)-mycalamide A are descri7bed. Yb(OTf)3-TMSCl-catalyzed cross-aldol reaction conditions are used to synthesize the right segment of mycalamide A. In this reaction, an acid-sensitive aldehyde reacts with methyl trimethylsilyl dimethylketene acetal without epimerization to provide the desired aldol adduct. Additionally, a tetrahydropyran ring, which is the left segment of mycalamide A, is prepared using a novel one-pot δ-lactone formation methodology. Both segments are constructed from a common starting material, D-mannitol. These segments are then coupled in the presence of BuLi, and the functional groups are transformed to complete the synthesis of (+)-mycalamide A.
Total synthesis of (+)-mycalamide A
Kagawa, Natsuko,Ihara, Masataka,Toyota, Masahiro
, p. 875 - 878 (2007/10/03)
A convergent total synthesis of (+)-mycalamide A is described. A Yb(OTf)3-TMSCl catalytic system is used to synthesize a trioxadecalin ring system, which contains the right segment of mycalamide A. In addition, a tetrahydropyran ring, which is
