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A Concise Stereoselective Synthesis of ( R )‐2‐Benzylmorpholine and ML398 from ( R )‐(−)‐2‐Phenylglycinol
Author(s) -
Torres Saúl,
Velasco Manuel,
GallegosRojas José Ángel,
Bernès Sylvain,
Orea María L.,
Terán Joel L.,
Huelgas Gabriela,
GómezCalvario Víctor,
Juárez Jorge R.
Publication year - 2019
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3657
Subject(s) - stereoselectivity , chemistry , morpholine , alkylation , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
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.