Biosynthesis of porphyrins and related macrocycles. Part 52. Synthesis of (11-S)-[11-2 H 1] porphobilinogen and the (11 R)-enantiomer for stereochemical studies on …

…, PC Anderson, GJ Hart, AR Battersby

Index: Neidhart, Werner L.; Anderson, Paul C.; Hart, Graham J.; Battersby, Alan R. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 19 p. 2677 - 2689

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Abstract

A synthetic route is devised for the synthesis of (11 [])-[11-H] porphobilinogen 1a and of the (11)-enantiomer 1b. Their absolute configurations and enantiomeric purity are established by degradation to a derivative of [2-H] glycine of known stereochemistry. Methods are then developed, based on the synthesis of chiral