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Oxidative Allylic Esterification of Alkenes by Cooperative Selenium-Catalysis Using Air as the Sole Oxidant

Stefan Ortgies, Christian Depken and Alexander Breder*

*Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammannstrasse 2, 37077 Göttingen, Germany, Email: abredergwdg.de

S. Ortgies, C. Depken, A. Breder, Org. Lett., 2016, 18, 2856-2859.

DOI: 10.1021/acs.orglett.6b01130 (free Supporting Information)


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Abstract

The cooperative interaction of a diselane and a photoredox catalyst enables a metal-free protocol for the oxidative coupling of nonactivated alkenes with simple carboxylic acids in ambient air or pure O2 as the terminal oxidant. A range of both functionalized and nonfunctionalized alkenes can be readily converted into the corresponding allylic ester with good yields and excellent regioselectivity as well as good functional group tolerance.

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Key Words

allylic alcohols, oxygen


ID: J54-Y2016