70579-56-5Relevant articles and documents
Aldol Reactions of Dioxanes Derived from Tartaric Acid. A Total Synthesis of (+)-Nephrosteranic Acid
Barros, M. Teresa,Maycock, Christopher D.,Ventura, M. Rita
, p. 4097 - 4099 (2003)
(Equation presented) A general enantioselective synthesis of the paraconic acids was developed. The key step was a highly stereoselective aldol reaction between a dioxane dithioester derived from L-tartaric acid and a suitable aldehyde.
Stereoselective synthesis of (+)-nephrosteranic acid by ring-closing metathesis and its biological evaluation
Perepogu, Arun Kumar,Raman,Murty,Rao, Vaidya Jayathirtha
, p. 686 - 696 (2010)
A simple and efficient approach to (+)-nephrosteranic acid from dodecanol as a starting material is described, employing Sharpless asymmetric epoxidation, ring-closing metathesis, and Gilman addition of a vinyl group as key steps. These key reactions allow fast access to trisubstituted-butyrolactone. The molecule synthesized exhibits potent antifungal, antibacterial, and cytotoxic activities against all the tested strains.
A protecting-group-free synthesis of (+)-nephrosteranic, (+)-protolichesterinic, (+)-nephrosterinic, (+)-phaseolinic, (+)-rocellaric acids and (+)-methylenolactocin
Nallasivam, Jothi L.,Fernandes, Rodney A.
, p. 708 - 716 (2017/01/25)
A collective synthesis of a γ-butyrolactone class of paraconic acids such as (+)-methylenolactocin, (+)-phaseolinic acid, (+)-nephrosteranic acid, (+)-nephrosterinic acid, (+)-rocellaric acid and (+)-protolichesterinic acid is described. The strategy adopted is protecting-group-free based on efficient Pd-catalyzed Suzuki-Miyaura coupling and Ru-catalyzed Sharpless oxidation to construct the core β-CO2H-γ-butyrolactone unit to accomplish the synthesis of various paraconic acids.
