Synlett 2015; 26(06): 802-806
DOI: 10.1055/s-0034-1379982
letter
© Georg Thieme Verlag Stuttgart · New York

Lanthanide-Catalyzed Oxidative С–O Coupling of 1,3-Dicarbonyl Compounds with Diacyl Peroxides

Alexander O. Terent’ev*
a   N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, Moscow 119991, Russian Federation   Email: alterex@yandex.ru
,
Vera A. Vil’
a   N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, Moscow 119991, Russian Federation   Email: alterex@yandex.ru
,
Gennady I. Nikishin
a   N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, Moscow 119991, Russian Federation   Email: alterex@yandex.ru
,
Waldemar Adam
b   Institute of Organic Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg, Germany
c   Department of Chemistry, Facundo Bueso 110, University of Puerto Rico, Rio Piedras, Puerto Rico 00931, USA
› Author Affiliations
Further Information

Publication History

Received: 21 October 2014

Accepted after revision: 17 December 2014

Publication Date:
03 February 2015 (online)


Abstract

The lanthanide-catalyzed oxidative C–O coupling of α-substituted 1,3-dicarbonyl compounds with diacyl peroxides (act both as oxidant and oxygen substituent) affords oxygen-functionalized adducts in up to 94% yield. The products of this convenient and efficient transformation serve as potentially valuable precursors for the synthesis of natural products and pharmaceuticals.

Supporting Information