Issue 14, 2014

The [4+2] cycloaddition of donor–acceptor cyclobutanes and nitrosoarenes

Abstract

The Yb(OTf)3 catalyzed [4+2] cycloaddition between donor–acceptor cyclobutanes and nitrosoarenes is disclosed. This method facilitates the synthesis of tetrahydro-1,2-oxazines in good to excellent yields as single diastereomers. Except for a few electron-deficient nitrosoarenes, excellent regioselectivity was observed throughout these studies.

Graphical abstract: The [4+2] cycloaddition of donor–acceptor cyclobutanes and nitrosoarenes

Supplementary files

Article information

Article type
Communication
Submitted
09 Oct 2013
Accepted
02 Dec 2013
First published
04 Dec 2013

Chem. Commun., 2014,50, 1668-1670

The [4+2] cycloaddition of donor–acceptor cyclobutanes and nitrosoarenes

N. Vemula, A. C. Stevens, T. B. Schon and B. L. Pagenkopf, Chem. Commun., 2014, 50, 1668 DOI: 10.1039/C3CC47775D

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