Issue 66, 2014
From the journal:

Chemical Communications

Asymmetric Michael addition of α-fluoro-α-nitroalkanes to nitroolefins: facile preparation of fluorinated amines and tetrahydropyrimidines†

Jacek Kwiatkowskia  and  Yixin Lu*ab  

* Corresponding authors

a Graduate School for Integrative Sciences & Engineering (NGS), Centre for Life Sciences (CeLS), National University of Singapore, #05-01, 28 Medical Drive, Singapore 117456
E-mail: chmlyx@nus.edu.sg
Fax: +65 6464 1148

b Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore 3 Science Drive 3, Singapore 117543

Abstract

An asymmetric Michael addition of α-fluoro-α-nitroalkanes to nitroolefins was developed, and the products were obtained in good chemical yields and with high stereoselectivities. Highly functionalized adducts provided ready access to fluorinated amines and tetrahydropyrimidines in an optically enriched form.

Graphical abstract: Asymmetric Michael addition of α-fluoro-α-nitroalkanes to nitroolefins: facile preparation of fluorinated amines and tetrahydropyrimidines

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Article information

DOI
https://doi.org/10.1039/C4CC03513E
Article type
Communication
Submitted
09 May 2014
Accepted
26 Jun 2014
First published
27 Jun 2014

Chem. Commun., 2014,50, 9313-9316

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Asymmetric Michael addition of α-fluoro-α-nitroalkanes to nitroolefins: facile preparation of fluorinated amines and tetrahydropyrimidines

J. Kwiatkowski and Y. Lu, Chem. Commun., 2014, 50, 9313 DOI: 10.1039/C4CC03513E

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