618448-72-9Relevant academic research and scientific papers
Disodium Salts of Pseudoephedrine-Derived Myers Enolates: Stereoselectivity and Mechanism of Alkylation
Zhou, Yuhui,Keresztes, Ivan,Macmillan, Samantha N.,Collum, David B.
supporting information, p. 16865 - 16876 (2019/11/03)
Pseudoephedrine-derived dianionic Myers enolates were generated using sodium diisopropylamide (NaDA) in THF solution. The reactivities and selectivities of the disodium salts largely mirror those of the dilithium salts but without the requisite large exce
Stellatolides, a new cyclodepsipeptide family from the sponge ecionemia acervus: Isolation, solid-phase total synthesis, and full structural assignment of stellatolide a
Martin, Maria Jesus,Rodriguez-Acebes, Raquel,Garcia-Ramos, Yésica,Martinez, Valentin,Murcia, Carmen,Digon, Isabel,Marco, Isabel,Pelay-Gimeno, Marta,Fernández, Rogelio,Reyes, Fernando,Francesch, Andrés M.,Munt, Simon,Tulla-Puche, Judit,Albericio, Fernando,Cuevas, Carmen
supporting information, p. 6754 - 6762 (2014/05/20)
The marine environment is a rich source of metabolites with potential therapeutic properties and applications for humans. Here we describe the first isolation, solid-phase total synthesis, and full structural assignment of a new class of cyclodepsipeptides from the Madagascan sponge Ecionemia acervus that shows in vitro cytotoxic activities at submicromolar concentrations. Seven structures belonging to a new family of compounds, given the general name stellatolides, were characterized. The sequence and stereochemistry of all the amino acids in these molecules were established by a combination of spectroscopic analysis, chemical degradation, and derivatization studies. Furthermore, the complete structure of stellatolide A was confirmed by an efficient solid-phase method for the first total synthesis and the full structural assignment of this molecule, including the asymmetric synthesis of the unique B-hydroxy acid moiety (Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid.
Asymmetric synthesis of four diastereomers of 3-hydroxy-2,4,6-trimethylheptanoic acid: Proof of configurational assignment
Turk, Jeffrey A.,Visbal, Gonzalo S.,Lipton, Mark A.
, p. 7841 - 7844 (2007/10/03)
Four unique diastereomers of 3-hydroxy-2,4,6-trimethylheptanoic acid-(2R,3R,4R), (2S,3R,4R), (2S,3R,4S), and (2R,3R,4S)-the fatty acid component of callipeltin A and D, have been synthesized from commercially available (+)- and (-)-pseudoephedrine propion
