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Synfacts 2011(4): 0410-0410  
DOI: 10.1055/s-0030-1259659
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Highly Selective Aluminum-Catalyzed Oxidation of Cyclic Dithioacetals

Contributor(s): Hisashi Yamamoto, Kimberly Griffin
J. Fujisaki, K. Matsumoto, K. Matsumoto, T. Katsuki*
Kyushu University, Fukuoka, Japan
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Publikationsdatum:
18. März 2011 (online)

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Significance

Following their previous work, the authors apply an aluminum(salalen) complex to the oxidation of cyclic dithioacetals and high levels of diastereo-and enantioselectivity are achieved. Overoxidation has hindered the development of asymmetric oxidation of dithioacetals, but here, the oxidation is completely controlled to give either monoxides or dioxides depending on the equivalents of hydrogen peroxide.