Alkene dihydroxylation with malonoyl peroxides : catalysis using fluorinated alcohols

Picon, Sylvain and Rawling, Michael and Campbell, Matthew and Tomkinson, Nick (2012) Alkene dihydroxylation with malonoyl peroxides : catalysis using fluorinated alcohols. Organic Letters, 14 (24). pp. 6250-6253. ISSN 1523-7060

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Abstract

The effect of fluorinated alcohols on the dihydroxylation of alkenes using cyclopropyl malonoyl peroxide is described. Addition of perfluorotert-butyl alcohol to a toluene solution of alkene and peroxide increases the rate of product formation and the stereoselectivity observed, providing a simple and effective method for acceleration of this important