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A simple and efficient approach to (þ)-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 c-butyrolactone. The molecule synthesized exhibits potent antifungal, antibacterial, and cytotoxic activities against all the tested strains.

Stereoselective Synthesis of (+)-Nephrosteranic Acid by Ring-Closing Metathesis and Its Biological Evaluation. -A stereoselective synthesis of (+)-nephrosteranic acid (VIII) is presented. The biological evaluation shows that (VIII) shows potent antifungal, significant antibacterial and significant cytotoxic activities. -(PEREPOGU, A. K.; RAMAN, D.; MURTY, U. S. N.; RAO*, V. J.; Synth. Commun. 40 (2010) 5, 686-696, DOI:10.1080/00397910903011337; Org. Chem. Div., Indian Inst. Chem. Technol., Hyderabad 500 607, India; Eng.) -M. Bohle 32-205

Nitroalkene, aromatic aldehyde and amino carboxylic acid. A series of substituted amino carboxylic acids were synthesized by simple addition and reduction reactions using easily available reagents. Nitroalkanes such as nitromethane and nitroethane were reacted with aromatic aldehydes to give nitroalkenes which were further converted to substituted nitro esters by Michael addition reaction under mild conditions using KF supported alumina as a basic catalyst. These nitro esters were reduced to give substituted amino carboxylic acids using nickel chloride hexahydrate and sodium borohydride.