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Issue 82, 2015
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Continuous and convergent access to vicinyl amino alcohols

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Abstract

Five active pharmaceutical ingredients (APIs) containing the vicinyl amino alcohol moiety were synthesized using a convergent chemical assembly system. The continuous system is composed of four flow reaction modules: biphasic oxidation, Corey–Chaykovsky epoxidation, phenol alkylation, and epoxide aminolysis. Judicious choice of reagents and module order allowed for two classes of β-amino alcohols, aryl and aryloxy, to be synthesized in good (27–69%) overall yields.

Graphical abstract: Continuous and convergent access to vicinyl amino alcohols

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Supplementary files

Article information


Submitted
21 Jul 2015
Accepted
24 Aug 2015
First published
24 Aug 2015

This article is Open Access

Chem. Commun., 2015,51, 15133-15136
Article type
Communication
Author version available

Continuous and convergent access to vicinyl amino alcohols

T. Nobuta, G. Xiao, D. Ghislieri, K. Gilmore and P. H. Seeberger, Chem. Commun., 2015, 51, 15133
DOI: 10.1039/C5CC06093A

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