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Synlett 1995; 1995(6): 615-616
DOI: 10.1055/s-1995-5032
DOI: 10.1055/s-1995-5032
letter
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An Improved Asymmetric Synthesis of Piperazic Acids: Retro-Reaction in the Chiral Oxazolidinone Controlled Di-Azo Addition Reaction in a Dipolar Aprotic Medium
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Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synlett/199506/lookinside/thumbnails/10.1055-s-1995-5032-1.jpg)
The asymmetric addition intramolecular cyclization reaction to produce the piperazic acid precursor 3 was studied. A retroaddition of S -4-(phenylmethyl)oxazolidinyl-5-bromovalerimide to diazo-di-tert-butyl dicarboxylate in DMPU/THF was discovered. A process improvement based on the addition of catalytic tetra-butylammonium iodide to give 3 in 91% yield is reported.