Synthesis of a novel planar-chiral nido-carborane amino acid

The deboronation of enantiomers of planar-chiral benzyl (3-formamido-1,2-dicarba-closo-dodecaboran-1-yl)acetate gave the individual (R-P)- and (S-P)-enantiomers (ee > 98%) of a new amino acid containing a nido-carborane fragment, (3-ammonio-7,8-dicarba-nido-undecaboran-7-yl)acetic acid. Chiral HPLC methods for the analysis of enantiomeric purity of this compound was developed.

Automated summary

The deboronation of enantiomers of a planar-chiral benzyl compound resulted in the formation of (R-P)- and (S-P)-enantiomers of a new amino acid containing a nido-carborane fragment. Chiral HPLC methods were developed for analyzing the enantiomeric purity of the compound.