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

Authors

Naresh Vemula
Andrew C Stevens
Tyler B Schon
Brian L Pagenkopf

Document Type

Article

Publication Date

2-18-2014

Journal

Chemical communications (Cambridge, England)

Volume

50

Issue

14

First Page

1668

Last Page

1670

URL with Digital Object Identifier

10.1039/C3CC47775D

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.