1242430-44-9Relevant academic research and scientific papers
Mild construction of 3-methyl tetramic acids enabling a formal synthesis of palau'imide
Bai, Wen-Ju,Jackson, Stephen K.,Pettus, Thomas R. R.
supporting information; experimental part, p. 3862 - 3865 (2012/09/22)
A general method to construct 3-methyl-4-O-methylated tetramic acids displaying a C-5 stereocenter is presented. The synthetic sequence employs a SmI2-mediated cyclization, whereby the chirality of the emerging tetramic acid core is retained from the starting chiral amino acid. Application to palau'imide is discussed.
The first enantioselective synthesis of cytotoxic marine natural product palau'imide and assignment of its C-20 stereochemistry
Lan, Hong-Qiao,Ruan, Yuan-Ping,Huang, Pei-Qiang
supporting information; experimental part, p. 5319 - 5321 (2010/09/03)
Methyl tetramate derivative 6 has been developed as a new building block for the flexible and racemization-free synthesis of methyl 5-benzyl-3- methyltetramate via alkylation, and used in the first asymmetric synthesis of palau'imide (1). This allowed the establishment of the hitherto unknown stereochemistry at the C-20 of palau'imide as S.
