ChemInform Abstract: Studies Towards the Preparation of Sparteine-Like Diamines for Asymmetric Synthesis.
Abstract
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ChemInform Abstract
Two novel title derivatives (VII) and (XII) are prepared in racemic form starting from (S)-proline (I) or (S)-phenylalanine derivative (VIII). The routes involve Dieckmann condensation followed by double Mannich reaction to set up the tricyclic structure with control of the relative stereochemistry. During the Dieckmann and Mannich reactions racemization occurs. Conditions for preventing racemization in the Dieckmann condensation are found, but under different conditions the Mannich reactions always proceed with racemization.
