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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Asymmetric synthesis of (+)-(S,S)-reboxetine via a new (S)-2-(hydroxymethyl)morpholine preparation
Eric Brenner1, Ronald M Baldwin, Gilles Tamagnan
1Yale School of Medicine, VA Connecticut HCS (116A2), West Haven, CT 06516, USA.
Organic Letters
|February 25, 2005
Abstract:
(S,S)-Reboxetine was synthesized stereospecifically in 30% overall yield and 99% ee in eight steps. Key steps were selective oxidation of an N-protected hydroxymethylmorpholine and aryl-chromium-mediated aromatic nucleophilic substitution. [structure: see text]
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