Erratum: Five-bond cleavage in copper-catalyzed skeletal rearrangement of O-propargyl arylaldoximes to β-lactams (Journal of the American Chemical Society (2009) 131 (2804-2805) DOI: 10.1021/ja900133m)

Full text of DOI:10.1021/ja201074e

ADDITION/CORRECTION
pubs.acs.org/JACS
Five-Bond Cleavage in Copper-Catalyzed Skeletal Rearrangement
of O-Propargyl Arylaldoximes to β-Lactams [Journal of the American
Chemical Society 2009, 131, 2804–2805 DOI: 10.1021/ja900133m].
Itaru Nakamura,* Toshiharu Araki, and Masahiro Terada
After publication, we found that the product structure of the
copper-catalyzed reaction of 1 was not the β-lactam 2 but the
four-membered cyclic nitrone 3 by X-ray crystallographic anal-
ysis, IR, NMR, and DFT calculations. Therefore, the conclusions
from the published data are invalid; the reaction proceeds not via
five-bond cleavage but via cleavage of one CÀO bond. Accord-
ingly, we withdraw this Communication. We apologize for these
mistakes and that the readership of J. Am. Chem. Soc. has been
misled by the publication of this Communication.
Further investigations including reaction mechanism will be
reported in due course.
’ ASSOCIATED CONTENT
S
Supporting Information. Crystallographic data, spectro-
b
scopic data, and DFT calculations. This material is available free
of charge via the Internet at http://pubs.acs.org.
DOI: 10.1021/ja201074e
Published on Web 04/27/2011
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dx.doi.org/10.1021/ja201074e J. Am. Chem. Soc. 2011, 133, 6861–6861
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