Asymmetric Synthesis; XXXVII: Synthesis of 2,6-Disubstituted Piperazines from Chiral Non-Racemic Lactams

1 July 1996

journal article
research article
Published by Georg Thieme Verlag KG in Synthesis

Vol. 1996 (07) , 833-837
https://doi.org/10.1055/s-1996-4299

Abstract

General and convenient syntheses of optically active 2,6-disubstituted piperazines are described. The method is based on diastereoselective alkylation of lactam 8 derived from (R)-(-)-phenylglycinol followed by a regio- and diastereoselective functionalisation of carbamates 10c and 10d. This procedure allowed the preparation of new α-amino acids 15 and 16.

Keywords

ASYMMETRIC SYNTHESIS
(R)-(-)-PHENYLGLYCINOL
6-DISUBSTITUTED PIPERAZINE
METALATION OF CARBAMATE
Α-AMINO ACID

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