Flexible and Modular Syntheses of Enantiopure 5-cis-Substituted Prolinamines from l-Pyroglutamic Acid

Abstract

A wide range (25 examples) of 5-cis-substituted prolinamines is prepared in five to ten steps starting from cheap l-pyroglutamic acid. Three routes, differing mainly in the order of introduction of the substituents at the 5-cis position, the pyrrolidine nitrogen atom, and the exocyclic amino function, are successfully developed.

Key words

amines - ligands - stereoselective synthesis - pyrrolidines - prolinamines

• References

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• 2 New address: Institute of Inorganic Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg, Germany.
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