Chiral metal complexes. 18. A highly stereoselective synthesis of alanine

Terence J. Goodwin, Mohammed W. Mulqi, Peter A. Williams*, Robert S. Vagg

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

The complex Λ-β1-[Co(R,R-picchxn)(AMMAH)](ClO4)2·4 1 2H2O, where R,R-picchxn is N,N′-di(2picolyl)-1R,2R-diaminocyclohexane and AMMAH2 is 2-amino-2-methylpropandioic acid has been prepared stereospecifically from the reaction of Λ-β-[Co(R,Rpicchxn)Cl2]+ and AMMAH2 is aqueous solution. Decarboxylation of the complex in aqueous HCl under a variety of conditions always gave the mixture of diastereoisomers containing R-alanine and S-alanine in the same ratio, Λ-β1-[Co(R,R-picchxn)(R-ala)]2+: Λ-β1-[Co(R,R-picchxn)(S-ala)]2+ = 89 ± 0.5: 11 ± 0.5. The optical yield of alanine is the highest ever achieved in this kind of reaction.

Original languageEnglish
Pages (from-to)141-146
Number of pages6
JournalInorganica Chimica Acta
Volume98
Issue number3
DOIs
Publication statusPublished - 1 Apr 1985

Fingerprint Dive into the research topics of 'Chiral metal complexes. 18. A highly stereoselective synthesis of alanine'. Together they form a unique fingerprint.

Cite this