1353743-41-5Relevant articles and documents
Convergent Total Synthesis of Yaku'amide A
Cai, Yu,Ma, Zhiwei,Jiang, Jintao,Lo, Concordia C. L.,Luo, Shi,Jalan, Ankur,Cardon, Joseph M.,Ramos, Alexander,Moyá, Diego A.,Joaquin, Daniel,Castle, Steven L.
, p. 5162 - 5167 (2021)
Total synthesis of the anticancer peptide natural product yaku'amide A is reported. Its β-tert-hydroxy amino acids were prepared by regioselective aminohydroxylation involving a chiral mesyloxycarbamate reagent. Stereospecific construction of the E- and Z-ΔIle residues was accomplished through a one-pot reaction featuring anti dehydration, azide reduction, and O→N acyl transfer. Alkene isomerization was negligible during this process. These methods enabled a highly convergent and efficient synthetic route to the natural product.
Regioselective base-free intermolecular aminohydroxylations of hindered and functionalized alkenes
Ma, Zhiwei,Naylor, Bradley C.,Loertscher, Brad M.,Hafen, Danny D.,Li, Jasmine M.,Castle, Steven L.
experimental part, p. 1208 - 1214 (2012/03/11)
Regioselective base-free intermolecular aminohydroxylations of functionalized trisubstituted and 1,1-disubstituted alkenes employing benzoyloxycarbamate 3a and catalytic OsO4 are described. In all cases, the more substituted alcohol isomer is f
