A Concise Stereoselective Synthesis of (R)‐2‐Benzylmorpholine and ML398 from (R)‐(−)‐2‐Phenylglycinol,Journal of Heterocyclic Chemistry

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A Concise Stereoselective Synthesis of (R)‐2‐Benzylmorpholine and ML398 from (R)‐(−)‐2‐Phenylglycinol
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : 2019-08-13 , DOI: 10.1002/jhet.3657
Saúl Torres ₁ , Manuel Velasco ₁ , José Ángel Gallegos‐Rojas ₂ , Sylvain Bernès ₃ , María L. Orea ₁ , Joel L. Terán ₁ , Gabriela Huelgas ₄ , Víctor Gómez‐Calvario ₁ , Jorge R. Juárez ₁

Affiliation

We describe here an efficient stereoselective method for the preparation of (R)‐2‐benzylmorpholine and ML398. The present method features a high diastereocontrol using an endocyclic oxidation of phenylglycinol‐derived morpholine and a stereoselective alkylation of chiral non‐racemic morpholin‐3‐one as key steps.

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