Issue 49, 2012
From the journal:

Chemical Communications

Formal asymmetric enone aminohydroxylation: organocatalytic one-pot synthesis of 4,5-disubstituted oxazolidinones†

David Cruz Cruz,a   Pedro A. Sánchez-Murciaa  and  Karl Anker Jørgensen*a  

* Corresponding authors

a Center for Catalysis, Aarhus University, Langelandsgade 140, DK-8000 Aarhus C, Denmark
E-mail: kaj@chem.au.dk
Fax: +45 8715 2068
Tel: +45 8715 5956

Abstract

A formal asymmetric organocatalytic aminohydroxylation reaction of enones has been achieved via an aziridination–double SN2 sequence. As a part of the reaction design, the generated amino alcohol products are isolated as the corresponding oxazolidinones in good yields and excellent stereoselectivities.

Graphical abstract: Formal asymmetric enone aminohydroxylation: organocatalytic one-pot synthesis of 4,5-disubstituted oxazolidinones

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Article information

DOI
https://doi.org/10.1039/C2CC32385K
Article type
Communication
Submitted
02 Apr 2012
Accepted
03 May 2012
First published
03 May 2012

Chem. Commun., 2012,48, 6112-6114

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Formal asymmetric enone aminohydroxylation: organocatalytic one-pot synthesis of 4,5-disubstituted oxazolidinones

D. C. Cruz, P. A. Sánchez-Murcia and K. A. Jørgensen, Chem. Commun., 2012, 48, 6112 DOI: 10.1039/C2CC32385K

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