Catalytic Epoxidation of Enones Mediated by Zinc Alkylperoxide/tert-BuOOH Systems

The epoxidation of enones by zinc alkylperoxides is a challenging task receiving considerable attention in contemporary research; however, until now no well-defined zinc alkylperoxide based systems have been described. Here, a new catalytic method of epoxidation of enones in the presence of zinc alk...

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Bibliographic Details
Published in:	Organometallics Vol. 32; no. 19; pp. 5263 - 5265
Main Authors:	Kubisiak, Marcin, Zelga, Karolina, Justyniak, Iwona, Tratkiewicz, Ewa, Pietrzak, Tomasz, Keeri, Abdul R, Ochal, Zbigniew, Hartenstein, Larissa, Roesky, Peter W, Lewiński, Janusz
Format:	Journal Article
Language:	English
Published:	American Chemical Society 14-10-2013
Online Access:	Get full text
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Summary:	The epoxidation of enones by zinc alkylperoxides is a challenging task receiving considerable attention in contemporary research; however, until now no well-defined zinc alkylperoxide based systems have been described. Here, a new catalytic method of epoxidation of enones in the presence of zinc alkylperoxides supported by N,N-bidentate ligands and tert-butyl hydroperoxide is reported. A new dimeric zinc alkylperoxide complex supported by an aminotroponiminate ligand is also presented. The studied catalytic systems show high activity in the epoxidation of trans-chalcone, and in the case of a chiral catalyst with the (S,S)-N,N′-bis(1-phenylethyl)aminotroponiminate ligand a moderate enantioselectivity was achieved.
ISSN:	0276-7333 1520-6041
DOI:	10.1021/om400830e